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Chemistry and Biological Activities of Garcinia Resin

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Gums, Resins and Latexes of Plant Origin

Abstract

Resins obtained from Garcinia spp. are referred to as “gamboges.” Phytochemical studies have shown that resins of Garcinia hanburyi, G. cowa, G. kola, G. mangostana, G. morella, G. parvifolia, and G. scortechinii contained several secondary metabolites such as xanthones, terpenoids, and flavonoids. Evidence from different studies has demonstrated that phytochemicals isolated from gamboge possess antioxidant, antibacterial, anti-HIV, and, anti-inflammatory activities. Majority of xanthones isolated from gamboge exhibited cytotoxic, antiproliferative, and antiangiogenic activities on different cancer cell lines. Xanthones such as 10-methoxygambogenic acid, desoxymorellin, gambogenic acid, gambogic acid, gambogoic acid, morellic acid, and moreollic acid have exhibited both alpha-glucosidase inhibitor and tyrosine phosphatase 1B inhibitor activities so that these compounds could be used as antidiabetic drugs against type-2 diabetes. Therefore, bioactive compounds from the resin of Garcinia spp. could be used in the preparation of pharmaceuticals. This review summarizes the information on phytochemicals of resins of Garcinia spp. and their biological activities.

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References

  1. Eastaugh N, Walsh V, Chaplin T, Siddall R (2004) The pigment compendium: a dictionary of historical pigments. Elsevier Butterworth-Heinemann, Burlington

    Google Scholar 

  2. Murthy HN, Dalawai D, Dewir YH, Ibrahim A (2020) Phytochemicals and biological activities of Garcinia morella (Gaertn.) Desr.: a review. Molecules 25:5690

    Article  CAS  PubMed Central  Google Scholar 

  3. Kassia SC (2016) The secret lives of colour. John Murray, London

    Google Scholar 

  4. Chantarasriwong O, Batova A, Chavasiri W, Theodorakis EA (2010) Chemistry and biology of caged Garcinia xanthones. Chemistry 16:9944–9962

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  5. Abraham Z, Malik S, Rao GE, Subramaian LN (2006) Collection and charactrization of Malabar tamarind (Garcinia cambogia (Gaertn.) Desr.). Genet Resour Crop Evol 53:401–406

    Google Scholar 

  6. Han QB, Wang YL, Yang L, Tso TF, Qiao CF, Song JZ, Xu LJ, Chen SL, Yang DJ, Xu HX (2006) Cytotoxic polyprenylated xanthones form the resin of Garcinia hanburyi. Chem Pham Bull 54:265–267

    Article  CAS  Google Scholar 

  7. Murthy HN, Joseph KS, Payamalle, Dalawai D, Ganapumane V (2017) Chemical composition, larvicidal and antioxidant activities of latex from Garcinia morella (Gaertn.) Desr. J Parist Dis 41:666–670

    Article  Google Scholar 

  8. Asano J, Chiba K, Tada M, Yoshii T (1995) Cytotoxic xanthones from Garcinia hanburyi. Phytochemistry 41:815–820

    Article  Google Scholar 

  9. Rao AVR, Venktakswamy G, Pendse AD (1978) Camboginol and cambogin. Tetrahedron Lett 21:1975–1970

    Google Scholar 

  10. Mahabusarakam W, Chairerk P, Taylor WC (2005) Xanthones from Garcinia cowa Roxb. latex. Phytochemistry 66:1148–1153

    Google Scholar 

  11. Na Pattalung P, Thongtheeraparp W, Wiriyachitra P, Taylor WC (1994) Xanthones of Garcinia cowa. Planta Med 60:365–368

    Article  CAS  PubMed  Google Scholar 

  12. Na Z, Song Q, Hu H (2013) A new prenylated xanthone from latex of Garcinia cowa Roxb. Rec Nat Prod 7:220–224

    Google Scholar 

  13. An NTK, Ha DT, Long PQ, Thuy TT (2018) Tetraoxygenated xanthones from the latex of Garcinia cowa growing in Vietnam. Vietnam J Sci Technol 56:560–566

    Google Scholar 

  14. Dachriyanus ANS, Susanti M (2017) Determination of rubraxanthone in the latex of Asam Kandis (Garcinia cowa Roxb.) by reverse phase high performance liquid chromatography. Pharm J 9:288–291

    Google Scholar 

  15. Feng F, Liu WY, Chen YS, Guo QL, You QD (2014) Five novel prenylated xanthones from Resina Garciniae. J Asian Nat Prod Res 9:735–741

    Google Scholar 

  16. Jin YM, Kim JY, Lee SM, Tan XF, Park KH (2019) α-Glucosidase inhibitory caged xanthones from the resin of Garcinia hanburyi. J Appl Biol Chem 62:81–86

    Article  Google Scholar 

  17. Tan XF, Uddin Z, Park C, Song YH, Son M, Lee KW, Park KH (2017) Competative protein tyrosine phosphotase 1B (PTP1b) inhibitors, prenylated caged xanthones from Garcinia hanburyi and their inhibitory mechanism. Bioorg Med Chem 25:2498–2506

    Google Scholar 

  18. Chen Y, He S, Tang C, Li J, Yang G (2016) Caged polyprenylated xanthones from the resin of Garcinia hanburyi. Fitoterapia 109:108–112

    Google Scholar 

  19. Deng YX, Pan SL, Zhao SY, Wu MQ, Sun ZQ, Chen XH, Shao ZY (2012) Cytotoxic alkoxylated xanthones from the resin of Garcinia hanburyi. Fitoterapia 83:1548–1552

    Article  CAS  PubMed  Google Scholar 

  20. Deng YX, Guo T, Shao ZY, Xie H, Pan SL (2013) Three new xanthones from the resin of Garcinia hanburyi. Planta Med 79:792–796

    Article  CAS  PubMed  Google Scholar 

  21. Song JZ, Yip YK, Han QB, Qiao CF, Xu HX (2007) Rapid determination of polyprenylated xanthones in gamboges resin of Garcinia hanburyi by HPLC. J Sep Sci 30:304–309

    Google Scholar 

  22. Tao SJ, Guan SH, Li XN, Guo DA (2010) A highly rearranged pentaprenylxanthonoid from the resin of Garcinia hanburyi. Helv Chim Acta 93:1395–1400

    Article  CAS  Google Scholar 

  23. Tao SJ, Guan SH, Wang W, Lu ZQ, Chen GT, Sha N, Yue QX, Liu X, Guo DA (2009) Cytotoxic polyprenylated xanthones from the resin of Garcinia hanburyi. J Nat Prod 72:117–124

    Article  CAS  PubMed  Google Scholar 

  24. Reutrakul V, Anantachoke N, Jaipetch T, Sophasan S, Yoosook C, Kasisit J, Napaswat C, Santisuk T, Tuchinda P (2007) Cytotoxic and anti-HIV-1 caged xanthones from the resin and fruits of Garcinia hanburyi. Planta Med 73:33–40

    Article  CAS  PubMed  Google Scholar 

  25. Li SL, Song JZ, Han QB, Qiao CF, Xu HX (2008) Improved high-performance liquid chromatographic method for simultaneous determination of 12 cytotoxic caged xanthones in gamboges, a potential anticancer resin from Garcinia hanburyi. Biomed Chromatogr 22:637–644

    Article  CAS  PubMed  Google Scholar 

  26. Han QB, Wang YL, Yan L, Tso TF, Qiao CF, Song JZ, Xu LJ, Chen SL, Yang DJ, Xu HX (2006) Cytotoxic polyprenylated xanthones form the resin of Garcinia hanburyi. Chem Pharm Bull 54:265–267

    Article  CAS  Google Scholar 

  27. Han QB, Zhou Y, Feng C, Xu G, Hunag SX, Huang SX, Li SL, Qiao CF, Song JZ, Song JZ, Chang DC, Luo KQ, Xu HX (2009) Bioassay guided discovery of apoptosis inducers form gamboges by high-speed counter-current chromatography and high-pressure liquid chromatography/electrospray ionization quadrupole time-of-flight mass spectrometry. J Chromagtogr B 877:401–407

    Article  CAS  Google Scholar 

  28. Asano J, Chiba K, Tada M, Yoshii T (1996) Cytotoxic xanthones from Garcinia hanburyi. Phytochemistry 41:815–820

    Article  CAS  PubMed  Google Scholar 

  29. Pan LY, Wang YS, Liu XH, Wang N, Xu W, Xiu YF (2019) Pharmacokinetic comparison of five xanthones in rat plasma after oral administration of crude and processed Garcinia hanburyi extract. J Chromagtogr B 1126-1127:121737

    Article  CAS  Google Scholar 

  30. Jaratrungtawee A, Suksamran S (2012) Xanthones of the Garcinia mangostana fruit latex. SWU Sci J 28:48–57

    Google Scholar 

  31. Dharmaratne HRW, Piyasena KGNP, Tennakoon SB (2005) A gernylated biphenyl derivative from Garcinia mangostana. Nat Prod Res 19:239–243

    Article  CAS  PubMed  Google Scholar 

  32. Cao L, Liu H, DSC L, GHF Y, Pang CP (2010) In vitro screening for agniostatic potential of herbal chemicals. Invest Opthalmol Vis Sci 51:6658–6664

    Article  Google Scholar 

  33. Anggia V, Bakhtiar A, Arbain D (2015) The isolation of xanthones form trunk latex of Garcinia mangostana Linn. and their antimicrobial activities. Indones J Chem 15:187–193

    Article  CAS  Google Scholar 

  34. Govindachari TR, Kalyanaraman PS, Muthukumaraswamy N, Pai BR (1971) Xanthones of Garcinia mangostana Linn. Tetrahedron 27:3919–3926

    Google Scholar 

  35. Rasyid R, Susanti M, Gusmiwalti I (2016) Development of analytical method of α-mangostin in dichloromethane extract of green fruit latex Garcinia mangostanta L. using high performance liquid chromatography. Der Pharm Chem 8:52–57

    CAS  Google Scholar 

  36. Sukatta U, Takenaka M, Ono H, Okadome H, Sotome I, Nanayama K, Thanapase W, Isobe S (2013) Distribution of major xanthones in the pericarp, aril, and yellow gum of mangosteen (Garcinia mangostana Linn.) fruit and their contribution to antioxidant activity. Biosci Biotechnol Biochem 77:984–987

    Article  CAS  PubMed  Google Scholar 

  37. Karanjgaonkar CG, Madhavan Nair P, Venkataraman K (1966) Morellic, isomorellic and gambogic acids. Tetrahedron Lett 7:687–691

    Google Scholar 

  38. Nair PM, Venkataraman K (1964) The colouring matters of Garcinia morella. Part IV. Isomorellin. Indian J Chem 2:402–404

    Google Scholar 

  39. Rukachaisirikul V, Painuphong P, Sukpondma Y, Koysomboon S, Sawangchote P, Taylor WC (2003) Caged-triprenylated and tetraprenylated xanthones from the latex of Garcinia scortechinii. J Nat Prod 66:933–938

    Article  CAS  PubMed  Google Scholar 

  40. Wang X, Li R, Liu X, Huang S, Li B, Wang H, Chai X, Wang Y (2020) Study on characteristics of biflavanones distribution in Garcinia kola seeds and identification of compounds in gum resin exuded from fresh slices. J Pharm Biomed Anal 190:113512

    Article  CAS  PubMed  Google Scholar 

  41. Wang HM, Liu QF, Zhao YW, Liu SZ, Chen ZH, Zhang RJ, Wang ZZ, Xiao W, Zhao WM (2014) Four new triterpenoids isolated from resin of Garcinia hanburyi. J Asian Nat Prod Res 16:20–28

    Google Scholar 

  42. Wamg LL, Li ZL, Song DD, Sun L, Pei YH, Jing YK, Kua HM (2008) Two novel triterpenoids with antiproliferative and apoptotic activities in human leukemia cells isolated from the resin of Garcinia hanburyi. Planta Med 74:1735–1740

    Google Scholar 

  43. Wang LL, Li ZL, Xu YP, Liu XQ, Pei YH, Jing YK, Hua HM (2008) A new cytotoxic caged polyprenylated xanthone from the resin of Garcinia hanburyi. Chin Chem Lett 19:1221–1223

    Google Scholar 

  44. Reutrakul V, Anantachoke N, Pohamakotr M, Jaipetch T, Yoosook C, Kasisit J, Napaswa C, Pathong A, Santisuk T, Prabpai S, Kongsaeree P, Tuchinda P (2009) Anti-HIV-1 and anti-inflammatroy lupanes from the leaves, twigs, and resin of Garcinia hanburyi. Planta Med 76:368–371

    Google Scholar 

  45. Na Pattalung P, Wiriyachitra P, Ongsakul M (1988) The antimicrobial activities of rubraxanthone isolated form Garcinia parviflolia (Miq.) Miq. J Sci Soc Thail 14:67–71

    Article  Google Scholar 

  46. Yang J, He S, Li S, Zhang R, Peng A, Chen L (2013) In vitro and in vivo antiangiogenic activity of caged polyprenylated xanthones isolated from Garcinia hanburyi Hook. f. Molecules 18:15305–15313

    Google Scholar 

  47. Vieira LMM, Kijjoa A (2005) Naturally-occurring xanthones: recent developments. Curr Med Chem 12:2413–2446

    Article  CAS  PubMed  Google Scholar 

  48. Gershenzon J, Dudareva N (2007) The function of terpene natural products in the natural world. Nat Chem Biol 3:408–414

    Article  CAS  PubMed  Google Scholar 

  49. Kumar S, Pandey AK (2013) Chemistry and biological activities of flavonoids: an overview. Sci World J 2013:162750

    Google Scholar 

  50. Larson RA (1988) The antioxidants of higher plants. Phytochemistry 27:969–978

    Google Scholar 

  51. Panda SS, Chang M, Sakhuja R, Jain SC (2013) Xanthones as potential antioxidants. Curr Med Chem 20:4481–4507

    Article  CAS  PubMed  Google Scholar 

  52. Cowan MM (1999) Plant products as antimicrobial agents. Clin Microbiol Rev 12:564–582

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  53. Gyawali R, Ibrahim SA (2014) Natural products as antimicrobial agents. Food Control 46:412–429

    Article  CAS  Google Scholar 

  54. Khameneh B, Iranshahy M, Soheili V, Bazzaz BSF (2019) Review on plant antimicrobials: a mechanistic viewpoint. Antimicrob Resist Infect Control 8:118

    Article  PubMed  PubMed Central  Google Scholar 

  55. Sivaranjani M, Leskinen K, Aravindraja C, Saavalainen P, Pandian SK, Skurnik M, Ravi AV (2019) Deciphering the antimicrobial mode of action of alpha-mangostein on Staphylococcus epidermidis RP62A through an integrated transcriptomic and proteomic approach. Front Microbiol 10:150

    Article  PubMed  PubMed Central  Google Scholar 

  56. Kurapati KRV, Atluri VS, Samikkannu T, Gracia G, Nair MPN (2016) Natural products as anti-HIV agents and role in HIV-associated neurocognitive disorders (HAND): a brief overview. Front Microbiol 6:1444

    Article  PubMed  PubMed Central  Google Scholar 

  57. Bray F, Ferlay J, Soerjomataram I, Siegel RL, Torre LA, Jemal A (2018) Global cancer statistics: GLOBOCAN estimates of incidence and mortality worldwide for 36 cancers in 185 countries. CA Cancer J Clin 68:394–424

    Article  PubMed  Google Scholar 

  58. Choudhari AS, Mandave PG, Deshpande M, Ranjekar P, Prakash O (2020) Phytochemicals in cancer treatment: from preclinical studies to clinical practice. Front Pharmacol 10:1614

    Article  PubMed  PubMed Central  CAS  Google Scholar 

  59. American Diabetes Association (2014) Diagnosis and classification of diabetes mellitus. Diabetes Care 37:S81–S90

    Article  Google Scholar 

  60. Baynes HW (2015) Classification, pothophysiology, diagnosis and management of diabetes mellitus. J Diabetes Metabol 6:541

    Google Scholar 

  61. Johnson TO, Ermolieff J, Jirousek MR (2002) Protein tyrosine phosphatase 1B inhibitors for diabetes. Nat Rev Drug Discov 1:696–709

    Article  CAS  PubMed  Google Scholar 

  62. Van de Larr FA (2008) Alpha-glucosidase inhibitors in the early treatment of type 2 diabetes. Vasc Health Risk Manag 4:1189–1195

    Article  Google Scholar 

  63. Santos CMM, Freitas M, Fernandes E (2018) A comprehensive review on xanthone derivatives as α-glucosidase inhibitors. Eur J Med Chem 157:1460–1479

    Article  CAS  PubMed  Google Scholar 

  64. Recio MC, Andujar I, Rios JL (2012) Anti-inflammatory agents from plants: progress and potential. Curr Med Chem 19:2088–2103

    Article  CAS  PubMed  Google Scholar 

  65. Harirforoosh S, Asghar W, Jamali F (2019) Adverse effect of nonsteroidal anti-inflammatory drugs: an update of gastrointestinal, cardiovascular and renal complications. J Pharm Pharm Sci 16:821–847

    Article  Google Scholar 

  66. Oliveira MMC, Silva MM, Moreira TIM, Couto VF, Coelho YN, Nunes CP (2019) The chronic use of non-steroid anti-inflammatory and their adverse effects. Rev Cad Med 2:90–100

    Google Scholar 

  67. Gautam R, Jachak SM (2009) Recent developments in anti-inflammatory natural products. Med Res Rev 29:767–820

    Article  CAS  PubMed  Google Scholar 

  68. Lin LJ, Lin LZ, Pezzuto JM, Cordell GA (1993) Isogambogic acid and isomorellinol from Garcinia hanburyi. Magn Reson Chem 31:340–347

    Article  CAS  Google Scholar 

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Murthy, H.N., Yadav, G.G. (2022). Chemistry and Biological Activities of Garcinia Resin. In: Murthy, H.N. (eds) Gums, Resins and Latexes of Plant Origin. Reference Series in Phytochemistry. Springer, Cham. https://doi.org/10.1007/978-3-030-91378-6_24

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