Isolation of olean-12(13), 15 (16)-diene, olean-12(13), 15(16)-dien-3β-oland olean-15(16)-en-11α-ol from the pet-benzene extract of Psidiumguajava and their biocidal activity

Ghosh, Pranab; Singha, Rabindranath; Rasul, Md Golam

doi:10.26655/jmchemsci.2020.2.4

Document Type : Original Article

Authors

¹ Natural Product and Polymer Chemistry Laboratory, Department of Chemistry, University of North Bengal, Darjeeling, 734013, India

² Department of Biochemistry, College of Dentistry, Qaseem Private Colleges, Buraidah- SaudiArabia

https://doi.org/10.26655/jmchemsci.2020.2.4

Abstract

Phytochemical investigation of the pet-benzene extract of the leaves of Psidiumguajava was yielded the triterpenoids, olean-12(13), 15(16)-diene, olean-12(13), 15(16)-dien-3β-oland olean-15(16)-en-11α-ol. All the three compounds are reported for the first time from Psidiumguajava. The compounds were established by chemical characterized using IR, NMR, and Mass analysis by comparison with authentic sample. All the three triterpenoids showed moderate to good biocidal activity against some bacterial and fungal pathogens.

Graphical Abstract

Keywords

References

1. Altemimi A., Lakhssassi N., Baharlouei A., Dennis G., Watson D., David A., Lightfoot D., Plants, 2017, 6:42

2. Sasidharan S., Chen Y. , Saravanan D., Sundram K.M., Latha L.Y., Afr. J. Tradit. Complement Altern. Med., 2011, 8:10

3. Newman D.J., Cragg G.M., J. nat. prod., 2007, 3:354

4. Zhou X., Gong Z., Su Y., Linb J., Tang K., J. Pharm. Pharmacol., 2009, 61:291

5. Ghosh P., Mandal A., Ghosh J., Pal C., Nanda A.K., J. Asian Nat. Prod. Res., 2012, 14:153

6. Kommera H, Liuderavic G.N., Kalbitz J., Paschke R., Arch Pharm. Chem. Life Sci., 2010, 8:457

7. Krasutsky P.A., Nat. Prod. Rep., 2006, 23:942

8. Kvasnica M., Sarek J., Klinotova E., Dzubakb P., Hajduch M., Bioorg. Med. Chem., 2005, 13:3447

9. Kim Y.K., Yoon S.K., Ryu S.Y., Planta Med., 2000, 66:486

10. Schmidt M.L., Kuzmanoff K.L., Ling-Indeck L., Pezzuto J.M., Eur. J. Cancer , 1997, 33:2010

11. Fulda S., Jeremias I., Pietsch T., Debatin K.M., Int. J. Cancer, 1999, 82:441

12. Hata K., Hori K., Ogasawara H, Takahashi S., Toxicol. Lett., 2003, 143:7

13. Reyes C.P., Nunez M.J., Jime´nez I.A. , Busserolles J., Alcaraz M.J., Bazzocchi I.L., Bioorg. Med. Chem., 2006, 14:1579

14. Lee K.H, J. Nat. Prod., 2010, 73:516

15. Danz Z., Lai W., Qian K., Ho P., Lee K.H, Chen C.H, Huang L., J. Med. Chem., 2009, 52:7887

16. Genet C., Strehle A., Schimdt C., Boudjelal G., Lobstein A., Schoonjans A., Souchet M., Auwerx J., Wagner A., J. Med. Chem., 2010, 53:190

17. Mathers M., Colin D., Boschi-Pinto C., Lopez A.D., Murray C.J.L., Cancer incidence, mortality and survival by site for 14 regions of the world, Global programme on evidence for health policy discussion paper no. 13, (World Health Organization,), 2001

18. Wu Q., He J., Fang J., Hong M., Huazhong J., Univ. Sci. Technol. (Med. Sci.), 2010, 30:457

19. Steller H, Science, 1995, 267:1449

20. Mar A.A., Koohang A., Majewski N.D., Szotek E.L., Eiznhamer D.A., Flavin M.T., Xu Z.Q., Chin. Chem. Lett., 2009, 20:1144

21. Mutaia C., Abatisa D., Vagiasa C., Moreauc D., Roussakisc C., Roussisa V. , Phytochemistry, 2004, 65:1159

22. Chen I.H, Du Y.C., Lu M.C., Lin A.S., Hsieh P.W., Wu C.C., Chen S.L., Yen HF., Chang F.R., Wu Y.C., J. Nat. Prod., 2008, 71:1357

23. Pradhan B.P., Ghosh P., Chakraborty S., Ind. J. Chem., 1991, 30B:553

24. Carruthers W., Modern methods ohorganic synthesis. Cambridge University Press, Cambridge: UK, 2004, 384

25. Mckillop A., Young D.W., Synthesis, 1979, 11:422

26. Santos R.C., Salvador J.A., Marin S., Cascante M., Bioorg. Med. Chem., 2009, 17:6250

27. Yili A., Aisa HA., Isaev M.I., Chem. Nat. Compd., 2009, 45:594

28. Burns D., Reynolds W.F., Buchanan G., Reese P.B., Enriquez R.G., Magn. Reson.Chem., 2000, 38:493

29. Newman D.J., Cragg G.M., J. Nat. Prod., 2007, 70:477

30. Gransalke K., Lab Times, 2011, 11:16

31. Basnet D., Chiu P.F., Kalikotay S., Chhetri G., Parajuli S., Chhetri D.R., Current status of ethnomedicinal plants in the Darjeeling Himalaya. Current Science (India), 2005

32. Ghosh P., Mandal A., Chakraborty P., Rasul M.G., Chakraborty M., Saha A., Indian J. Pharm. Sci.,2010, 72:507

33. Prajapati N.D., Purohit S.S., Sharma A.K., Kumar T., Medicinal plants. Agrobios published company, 3rd edition, India, 2003,353

34. Prajapati N.D., Kumar U.. Agro’s dictionary of medicinal plants. Jodhpur: Agro bios, 2003

35. Krishnamurti A., The Wealth of India. New Delhi: Publication and Information Directorate, 1969, 8:293

36. Perry M.L., Medicinal Plants of East and south East Asia. Cambridge: MIT Press, 1980 285

37. Begum S., Hasan S.I., Ali S.N., Siddiqui B.S., Nat. Prod. Res., 2004, 18:140

38. Jairaj P., Khoohaswan P., Wongkrajang Y., Peungvicha P., Suriyawong P., Saraya M.L., Ruangsomboon O., J. Ethnopharmaco, 1999, 67:212

39. Jairaj P., Wongkrajang Y., Thongpraditchote S., Peungvicha P., Bunyapraphatsara N., Opartkiattikul N., Phytother. Res., 2000, 14:391

40. Lozoya X., Bercerril G., Martinez M., Arch Invest. Med. (Mex), 1990, 21:162

41. Pradhan B.P., Mukherjee M.M., Chakravarti D.K., Shoolery J.N., Tetrahedran, 1983, 39:2819

42. Ghosh P., Mandal A., Chakraborty P., Rasul M.G., Chakraborty M., Saha A., Indian J. Pharm. Sci., 2010, 72:507

43. Portillo A., Vila R., J. Ethnopharmacol., 2005, 97:52

44. Eloff J.N., J. Ethnopharmacol., 1998, 67:360

Journal of Medicinal and Chemical Sciences

Isolation of olean-12(13), 15 (16)-diene, olean-12(13), 15(16)-dien-3β-oland olean-15(16)-en-11α-ol from the pet-benzene extract of Psidiumguajava and their biocidal activity

References

References

Volume 3, Issue 2
April 2020
Pages 118-137

Isolation of olean-12(13), 15 (16)-diene, olean-12(13), 15(16)-dien-3β-oland olean-15(16)-en-11α-ol from the pet-benzene extract of Psidiumguajava and their biocidal activity

References

References

Volume 3, Issue 2April 2020Pages 118-137

Volume 3, Issue 2
April 2020
Pages 118-137