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ijcbs 12 2017 75 85 international journal of chemical and biochemical sciences issn 2226 9614 journal home page www iscientific org journal html international scientific organization isolation of bioactive compounds ...

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                                                                                    IJCBS, 12(2017):75-85 
             
             
                                                   International Journal of Chemical and Biochemical Sciences  
                                                                                          (ISSN 2226-9614) 
                                                                                                     
                                                                       Journal Home page: www.iscientific.org/Journal.html 
                                                                                                     
                                                                                © International Scientific Organization 
                                          
             Isolation of bioactive compounds from essential oils – A comprehensive 
                                                                                        review 
                           Farwa Nadeem٭1, Muhammad Waqar Azeem1 and Muhammad Idrees Jilani1  
                                           1
                                            Department of Chemistry, University of Agriculture, Faisalabad-38040-Pakistan 
            Abstract 
                       Essential  oils  are  rapidly  gaining  global  attention  due  to  number  of  fruitful  applications  in  cosmetic  products, food 
            industries, sanitary articles and pharmaceutical medicines because of anti-viral, immuno-modulatory, analgesic, anti-diuretic, anti-
            inflammatory, anti-parasitic, anti-biotic, anti-ulcer, anti-tubercular, anti-allergic, anthelmintic, anesthetic, anti-insecticidal, anti-
            urolithiatic, anti-cancer, anti-diabetic, anti-fungal, anti-bacterial, anti-oxidant, anti-pyretic, cardio-vascular, hepato-protective and 
            anti-fertility potentials. This review article is designed to compile recent extraction methods and latest fractionation techniques for 
            isolation of bioactive compounds of essential oils obtained from oleoresin exudations, gums, rhizomes, fruits, roots, seeds, barks, 
            flowers and leaves. Solvent free microwave extraction, supercritical fluid extraction, direct steam distillation, hydro distillation 
            and simple steam distillation are commonly used methods for extraction of scents that can further be fractionated using fractional 
            distillation or vacuum distillation and high speed counter current chromatography. Chemical derivatization of scented oils is an 
            advanced approach to convert simpler chemicals into complex compounds that possesses better physiochemical characteristics 
            and higher market value. Ketones, esters, hydrocarbons, aldehydes and alcohols are the major group of chemicals commonly 
            found in essential oils however concentration and relative abundance of each class of compound depends on nature of feedstock, 
            type of plant material, conditions of environment and time of harvesting. Both volatile and non-volatile chemicals are found in 
            essential oils but scents are mainly attributed to highly volatile and thermally unstable chemical constituents. 
            Key words: Essential oil, Isolation, Extraction, Fractionation, Chemical constituents, Traditional uses and Modern applications          
            Full length article    *Corresponding Author, e-mail: farwa668@gmail.com  
             
            1. Introduction                                                                          herbs and higher plants including fruits, flowers, bark, roots, 
                       For  centuries,  different  plant  varieties  have                            leaves and seeds [5]. Active plant components or bioactive 
            extensively been used for fulfillment of human requirements                              chemical  constituents  can  be  abundantly  found  in  some 
                                                                                                     specific  parts  or  portions  of  plant.  Different  types  of 
            and as medicinal remedy against several pathogenic diseases                              medicinal components extracted from plants which proved 
            because plants are known to have strong antibiotic chemical                              to be helpful for mankind are mostly secondary metabolites 
            constituents  since  ancient  times  [1].  Numerous  important                           which are naturally  produced  in  the  plants  [6].  However, 
            chemical compounds have been extracted and isolated by                                   therapeutic activities of different plant verities are specific 
            research scholars and scientists from different plant sources                            and  mainly  depend  on  nature  and  type  of  plant,  soil 
            that are widely used in industries and factories [2]. Large                              conditions,  pH,  climate,  temperature  and  numerous  other 
            number  of  bioactive  compounds  from  plants  are  also                                ecological factors [7].  
            attempted  to  synthesize  in  biochemical  laboratories  using 
            various synthetic routes [3]. Ironic asset of information on                                         Therapeutic  potentials  and  their  corresponding 
            healing and defensive medicines already existed in several                               actions are mainly dependent on secondary metabolites and 
            previous  researches  of  Indian  scholars  that  were  also                             several  other  naturally  occuring  chemical  constituents. 
            included in Indian religious book named "Atharvaveda" [4].                               Highly  effective  bioactive  components  can  be  thoroughly 
            According  to  an  estimate,  almost  1300  different  plant                             studied  after  extraction  and  isolation  by  organized  plant 
            species are commonly used for preparation of medicines and                               selection  at  different  research  institutes  that  resultantly 
            drugs  along  with  several  other  purposes.  Natural  plant                            found fruitful applications in various natural products [8]. 
            components can be obtained from different parts of smaller                               After  isolation,  bioactive  compounds  are  tested  for 
             Nadeem et al., 2017                                                                                                                                              75 
             
                                                                      IJCBS, 12(2017):75-85 
           
          medicinal  potentials  and  therapeutic  activities  on  animals                    Various types of the aromatic or scented oils have 
          and human beings which clued towards invention and lead                   traditionally  been  used  in  many  cultures  of  different 
          towards  discovery  of  best  quality  medicines  [9].  Sodium            countries all over the world. Wide spread usage of essential 
          cromolyn  and  Sodium  cromoglycate  are  best  known                     oils  usually  range  from  healing  purposes  to  religious 
          naturally occuring antiseptic compounds which can also be                 applications. It was introduced by Egyptians who first time 
          prepared through "furanochromone khelline". Utilization of                used aromatic herbs and essential oils in 4500 B.C.E [30]. 
          chemical constituents of plants has provided foundation for               They  prepared  herbal  medicinal  product  named  "Kyphi" 
          number of lifesaving  medicines  [10].  Essential  oil  of  the           containing sixteen active ingredients that was also used in 
          plants  is  natural  product  that  constitutes  several  chemical        perfumes.  Egyptians  used  balsams,  scented  barks,  spices, 
          compounds.  Depending  on  the  nature  of  feedstock  used,              perfumed oils, resins and aromatic vinegar in daily routine 
          essential  oil  can  be  extracted  through  various  processes           [31]. Essential oils and various other plant extracts were also 
          using    hydro-distillation   [11],   steam-distillation    [12],         used  in  preparation  of  medicinal  cakes,  suppositories, 
          supercritical  fluid  extraction  [13]  and  cold  press  methods         ointments, pills and powders. These scented aromatic oils 
          [14]. Essential oil possesses numerous unique characteristic              also found fruitful applications in several higher authorities. 
          features that make it useful for wide range of applications               Aromatic gums such as cedar and myrrh were extensively 
          including  food  industry  [15],  cosmetic  products  [16],               used  in  embalming  but  their  essential  oil  was  never 
          aromatherapy  [17]  and  pharmaceutical  medicines  [18].                 extracted.  First  time  Chinese  applications of  essential  oils 
          Essential oil extracted from various scented plants having                were recorded during 2697 to 2597 B.C.E in reign of Huang 
          different botanic species is highly unstable due to high rate             Ti who was a legendry Yellow Emperor in his famous book 
          of volatility. Previously, it was believed that essential oil is          named "The Yellow Emperor’s Book of Internal Medicine". 
          derived  from  name  of  medicine  called  "Quinta  essential"            In  Indian  culture,  Ayur  Veda  medicines  have  been  used 
          given by "Paracelsus von Hohenheim" who was the Swiss                     since  approximately 3000 years that are actually made of 
          therapeutics recognizer [19].                                             essential oil. In some regions of India, essential oils are not 
                    Essential  oil  obtained  from  different  extraction           only used for medicinal purposes but also as essential part of 
                                                                                    prayers.  In  between 400 B.C.E to 500 B.C.E, Greeks got 
          techniques  or  isolation  processes  by  different  botanic              comprehensive  knowledge  about  essential  oil  through 
          species is known to have different anti-microbial activities              Egyptians and used them in medicines thus also known as 
          [20]  and  anti-fungal  potentials  [21].  Essential  oils  are           "Father of Medicine". Essential oils were commonly used in 
          usually  accountable for  aroma,  fragrance  and  therapeutics            bathing soaps and massage oils for maintenance of general 
          which      show       tremendous       biological      activities.        body  health.  In  short,  they  worked  very  hard  in  finding 
          Microorganisms are very harmful for all living organisms as               therapeutic applications of essential oils to prepare highly 
          they are responsible for different diseases related to skin and           valuable medicines for mankind. Romans used essential oils 
          teeth along with severe problems in the animals and plants.               in  perfumes  and  cosmetics  to  prepare  massage  oils  and 
          Among  all  microorganisms,  gram  negative  and  gram                    soaps.  Ali-ibn  sena  wrote  a  comprehensive  book  on 
          positive also cause spoilage of food and decomposition of                 importance  of  essential  oils  and  their  uses  along  with 
          several  commercially  important  edible  materials  [22].                extraction  methods.  Recently,  lots  of  researchers  have 
          Scented oil can be extracted and isolated through different               worked  in  Europe  related  to  aromatic  oils  and  written 
          plants by adopting various procedures and techniques. Some                number of books on aromatherapy [32].    
          important methods for extraction of oil are ultrasonic wave 
          extraction   [23],   microwave  extraction  [24],  solvent                3. Sources of Essential Oils 
          extraction  [25],  super  critical  fluid  extraction  [13],  cold                  Aromatic  or  essential  oils  can  be  extracted  or 
          press [26], steam distillation [27] and hydro distillation [28]. 
          Scented  oil  of  citrus  fruits  can  also  be  extracted  through       isolated  from  more  than  one  parts  of  plants  including 
          mechanical  methods  and  even  by  direct  squeezing.                    flowers  or  leaves  and  rose,  carnation,  mimosa,  lavender, 
          Distillation  process  requires  dried  or  fresh  plant  material        jasmine,  clove  and  rosemary  are  its  common  examples. 
          depending  on  nature  and  type  of  feedstock.  Hydro                   Essential  oil  can  be  extracted  through  leaves  of  different 
          distillation involves direct input of herbal material in water            types of plants such as mint, lemongrass, ocimum spp. and 
          while in case of steam distillation plant material does not               jamrosa  and  from  leaves  and  stems  of  the  patchouli, 
          come in direct contact with aqueous media instead heated                  verbena, geranium, petitgrain and cinnamon [33]. Barks of 
          through  steam.  By  using  steam  distillation  and  hydro               some plants are also used for extraction of essential oil such 
          distillation, only volatile components can be extracted and               as cassia, cinnamon and canella from sandal, cedar and pine 
          heavy aromatic components are unable to be separated [29].                wood etc. [34]. Some seeds including coriander, dill, fennel, 
                                                                                    caraway  and  nutmeg  are  also  known  to  be  the  excellent 
          2. History of Essences and Essential Oil                                  source of essential oil [35]. Roots of sassafras, saussurea, 
                                                                                    angelica,  vetiver  and  valerian  also  contains  significant 
           Nadeem et al., 2017                                                                                                                   76 
           
                                                                   IJCBS, 12(2017):75-85 
           
          amount of  scent  or  aromatic  oil  [36].  Furthermore,  some          Villanova  who  was  a  Catalan  practitioner.  Since  13th 
          fruits  like  bergamot,  lemon,  orange  and  juniper  and  few         century, essential or aromatic oil was extensively used by 
          rhizomes such as ginger, curcuma, calamus and orris also                drugstores  and  their  pharmaceutical  effects  were  properly 
          constitute highly valuable essential oil [37]. Numerous gums            studied however their applications were not very common 
          or  oleoresin  exudations  of  Myroxylon  balsamum,  myrrh,             till 16th century in Europe. Just after that, essential oil was 
          Peru, storax and benzoin also contains significant amount of            merchandized  to  the  city  of  London.  Two  scientists 
          essential oil [38].                                                     Brunschwig and Reiff extensively discussed the process of 
                                                                                  distillation along with uses of essential oil but essential oils 
          4. Characteristics of Essential Oils                                    were quite less in number at that time. Some major sources 
                   Essential oil is the low density liquid having high            of  essential  oils  at  that  time  were  anise,  cinnamon,  mace, 
          volatility,  specific  characteristics  odour  and  strongly            clove,  nutmeg,  spike,  turpentine  and  juniper  wood.  Du 
          hydrophobic nature. The word "essential" is basically used              Chesne,  a  French  practitioner  stated  that  essential  oil 
          for chemical constituents having distinctive scent, specific            preparation was well recognized in 17th century and almost 
          aroma and unique essence. Essential oil is also known as                fifteen  to  twenty  different  essential  oils  were  stored  in 
          "volatile oil" or "ethereal oil" and it differs from cooking oil,       drugstores. The tea tree essential oil has been used since the 
          rock  oil  and  fixed  oil.  Essential  oil  extracted  by  various     end  of  18th  century  when  Australian  colonization  started 
          sources  contains  different  chemical  constituents  and               however  it  probably  had  already  been  used  by  innate 
          possesses   variable    physiochemical     properties.   Some           Australians. De la Croix performed first experiment in 1881 
          important  chemical  constituents  of  scented  oils  are               which  showed  strong  anti-bacterial  properties  of  several 
          aldehyde,  phenols,  ketones,  esters,  alcohols  and  terpenes         essential  oils   against   different  strains   of   bacteria. 
          along with hydrocarbons. Essential oils are mostly used in              Nevertheless,  during  19th  and  20th  century,  medicinal 
          treatment of various diseases related to skin infections and            applications  of  essential  oils  progressively  became  less 
          severe cancers. There are several other applications where              important due to their excess usage in cosmetic industries 
          essential oils prove to be highly promising and have number             and perfumed products [40].                                
          of useful applications. Essential oils can be removed from              5. Advanced Extraction Techniques 
          non-woody  portions  of  plants  as  they  are  also  found  in 
          secretory  cells,  glandular  trichomes,  canals,  cavities  and                 High quality and quantity of essential oil can be 
          different types of epidermal cells. Essential oils can easily           ensured by improving methods of extraction and isolation of 
          be  absorbed  due  to  lighter  weight  and  according  to  an          compounds  from  natural  feedstock.  Numerous  classical 
          estimate almost 3000 different types of essential oils have             techniques  have  commonly  been  used  for  extraction  of 
          been  recognized  among  which  300  are  relatively  more              scented oil that is of great economic importance all over the 
          significant on larger scale. Most essential oils are only used          world. Water and steam distillation, maceration, enfleurage, 
          for smells, fragrances, aromas or essences while some are               cohobation,  steam  distillation  and  hydro  distillation  are 
          used as flavoring agent and also for preservation of food.              some  traditional  methods  for  oil  extraction.  Process  of 
          Some  essential  oils  has  been  documented  to  show                  maceration is adjustable and mainly used when distillated 
          antimicrobial  activities  while  others  are  known  to  have          essential oil is of poor quality and low yield. Distillation is 
          strong  anti-oxidant,  anti-depression,  anti-bacterial,  anti-         best  known  method  for  extraction  of  aromatic  oils  from 
          fungal,  anti-parasitic,  anti-mycotic,  anti-insecticidal,  anti-      powdered almonds, rose blossoms and rose petals whereas 
          toxigenic and anti-viral potentials. Highly variable activities         solvent  extraction  is  more  suitable  for  very  delicate, 
          of  essential  oils  obtained  from  different  feedstocks  are         expensive  and  thermally  unstable  materials  constituting 
          mainly  due  to  unique  chemical  composition  that  also              jasmine, hyacinth and tuberose. Water or hydro distillation 
          determines physiochemical properties of oils [39].                      is  more  appropriate  method  when  scented  oil  is  to  be 
                                                                                  extracted  from  citronella  oil  and  it  has  recently  been 
                   Although  numerous  plant  species  are  used  for             investigated that minor constituents of essential oils when 
          various purposes such as fragrances, perfumes, flavors and              isolated from different natural sources plays significant role 
          other properties but antiquity activity of identical essential          as  anti-bacterial  agent  and  exhibit  combined  effect  when 
          oil  of  terpentines  was  declared  by  Roman  and  Greek              found in combination with other chemical constituents. Pure 
          historians.  The  extraction  of  essential  oil  was  first  time      organic and herbal materials are precious natural resources 
          attempted  through  simple  distillation  approximately  2000           that are very beneficial in daily routine as pharmaceutical 
          years ago in Eastern countries including India, Egypt and               products,  drugs,  medicines,  fragrances,  food  additives, 
          Persia.  Furthermore,  improvements  in  extraction  and                flavors,  direct  food  articles  and  as  coloring  agents. 
          isolation techniques were made by Arab scientists in 09th               Applications of plants are known to have extensive history 
          century. First most realistic approach or written explanation           all  over  the  world  since  many  centuries  therefore  human 
          for distillation method of essential oil is mainly attributed to        beings are still trying to improve extraction methods [23]. 
           Nadeem et al., 2017                                                                                                              77 
           
                                                                         IJCBS, 12(2017):75-85 
           
                    Essential  oils  are  very  complex  mixtures  of                   5.1 Effleurage 
          millions  of  volatile  compounds  generally  found  in  low 
          concentration.  Following  methods  are  mostly  used  for                              Volatile  scented  constituents  of  essential  oils 
          extraction  of  essential  oil  from  all  type  of  materials  (A)           obtained  from  fresh  parts  of  plants  including  leaves  and 
          distillation  (i)  direct  distillation  (ii)  hydro  distillation  (iii)     flower petals are extremely small in quantity that cannot be 
          steam  distillation,  (B)  percolation/solvent  extraction  (i)               commercially  used  thus  need  to  be  stored  by  effleurage 
          enfleurage  (extraction  with  cold  fat)  (ii)  infusion  (boiling           method. In some cases, odorless and bland fixed oil or fat is 
          with hot water) (iii) Soxlet extraction (C) cold compression                  feast  in  reedy  layer  on  glass  dishes.  In  effleurage,  flower 
          (D)     solvent    free   microwave  extraction         (E)    non-           petals constituting highly volatile essential oil are placed on 
          conventional/recent  extraction  techniques  (i)  ultrasonically              fat or any other adsorbent material for some hours and petals 
          assisted extraction (ii) extraction through electrical energy                 are  continuously replaced after regular interval of time to 
          (iii)  supercritical fluid extraction. Four different extraction              ensure  complete  extraction.  When  layers  of  fats  have 
          methods  are  commonly  used  for  different  feedstocks  (a)                 adsorbed  maximum  aroma  or  fragrance,  essential  oil  is 
          steam distillation can be used for both fresh and dried plant                 separated  by  chemical  treatment  with  alcohol  that  is 
          material  (b)  hydro  distillation  is  applicable  when  plant               specifically  known  as  "enfleurage"  and  widely  used  for 
          material  can  directly  be  contacted  with  water  (c)  cold                production of perfumes and pomades. In several perfume 
          pressing  or  screw  pressing  can  be  used  for  oil  extraction            industries, essential oil is mostly obtained by fat adsorption 
          from citrus  peels,  pericarps  of  fruits,  wood  materials  and             and then extraction is accompanied by petroleum ether or 
          also  from  bark  of  pyrogenation.  By  the  steam  sweeping                 hexane [43].   
          extraction or hydro distillation only volatile compounds can                  5.2 Distillation 
          be  extracted  leaving  behind  all  heavy  aromatic  chemical 
          constituents.  Superheated  steam  can  also  be  used  for                             Simplest and widely used method for extraction of 
          extraction of aromatic compounds and is produced at much                      essential  oil  is  "distillation"  that  is  usually  achieved  at 
          elevated  temperatures  under  highly  pressurized  conditions                constant temperature of about 50°C to ensure the isolation 
          [41].                                                                         of  scented  oil  with  additional  natural  smells.  However, 
                    Superheated  steam  is  used  for  drying  of  plant                heating  at  much  higher  temperature  generally  alters 
          materials that is to be used for baking purposes but is less                  chemical  nature  of  the  aromatic  oil.  This  characteristic 
          known  sphere  in  production  of  essential  oils.  However                  nature of essential oil is of great importance in the scent, 
          extraction  of  essential  oil  is  quite  difficult  as  temperature         aroma  and  perfume  industry  as  distillation  is  the  most 
          greater than 230°C causes burning and temperature ranging                     economical method on commercial scale for extraction of 
          from 205°C to 220°C results in limited biomass pyrolysis                      oil.  The  process  of  destructive  distillation  for  volatile 
          for  distillation  of  flashy  volatile  aromatic  oil.  In  order  to        essential oil is not an appreciable approach as it significantly 
          differentiate  basic  types  of  aqueous  based  distillation                 enhances  chances  of  decomposition  of  unstable  aromatic 
          processes  they  have  been  named  as  (i)  water  and  steam                molecules. Decomposition is mostly observed when woody 
          distillation (ii) simple distillation (iii) steam distillation (iv)           materials and resins of Cupressaceae or Pinaceae are heated 
          water  distillation  (v)  direct  steam  distillation.  These                 in  the  absence of air that ultimately results in the loss of 
          technical terms were first time familiarized by the scientist                 essential volatile components. Charcoal is the final product 
          Von Rechenberg and are now recognized in essential  oil                       obtained after simple distillation that can further be used for 
          productiveness.  All  these  processes  focus  on  similar                    various  purposes.  Separated  volatile  material  which  is 
          theoretic reflections in which double phased system is deled                  condensed usually separates in two layers (i) aqueous layer 
          of    distillation.  Major  difference  actually  arises  in                  which contains crude acetic acid, methyl alcohol and wood 
          management of different procedure materials. Some volatile                    naphtha and (ii) remaining liquid in form of simple tar, pine 
          essential  oils  like  lemon  oil  and  orange  oil  undergo                  tar and juniper tar depending on type of wood being used. 
          decomposition  prior  to  distillation  and  thus  preferably                 Dry distillation can also be used for extraction of oil but if 
          extracted through mechanical or cold press method. In some                    wood is coarsely grounded or chipped and heat is quickly 
          cases,  epidermis  constitutes oil  glands  that  are  situated  in           provided then only 10 percent of total wood weight can be 
          external parts of peel. In "ecuelle method", fruits are directly              recovered [44].                 
          pressed  to  separate  oil  from  epidermal  glands  and  then                5.3 Supercritical Fluids Extraction 
          smashed peels are washed with water to extract essential oil 
          whereas juice of fruits is isolated through middle tube that                            Most  recent  and  highly  efficient  method  for 
          centers the fruit. Resulting solution is the emulsion of water                isolation  of  essential  oil  is  "supercritical  fluid  extraction" 
          and oil from which oil is separated by a well-known process                   that  mostly  uses  carbon  dioxide  in  super  critical  form  to 
          called  "centrifugation".  Peels  of  the  fruits  have  to  be               extract volatile scented oil from natural plant material due to 
          removed before extraction of oils [42].                                       economic  favorability.  This  technique  has  tremendously 
           Nadeem et al., 2017                                                                                                                         78 
           
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...Ijcbs international journal of chemical and biochemical sciences issn home page www iscientific org html scientific organization isolation bioactive compounds from essential oils a comprehensive review farwa nadeem muhammad waqar azeem idrees jilani department chemistry university agriculture faisalabad pakistan abstract are rapidly gaining global attention due to number fruitful applications in cosmetic products food industries sanitary articles pharmaceutical medicines because anti viral immuno modulatory analgesic diuretic inflammatory parasitic biotic ulcer tubercular allergic anthelmintic anesthetic insecticidal urolithiatic cancer diabetic fungal bacterial oxidant pyretic cardio vascular hepato protective fertility potentials this article is designed compile recent extraction methods latest fractionation techniques for obtained oleoresin exudations gums rhizomes fruits roots seeds barks flowers leaves solvent free microwave supercritical fluid direct steam distillation hydro simp...

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