Phytochemical investigation Affordedanovel Cycloartanetriterpenoid from Piper thomsoni

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Phytochemical investigation Affordedanovel Cycloartanetriterpenoid from Piper thomsoni

Author Affiliations

¹Department of Chemistry, University of Delhi, Delhi-110 007, INDIA

Res.J.chem.sci., Volume 4, Issue (9), Pages 7-11, September,18 (2014)

Abstract

A Novel alkenyl phenol, 4-(7E-dodecenyl)phenol (2) and triterpenoid cycloart-23-en-3-one (4) and also first time from Piper genus 3β-22-dihydroxylanosta-8,24-dien-26-oicacid-δ-lactone (8) were isolated from the leaves and stems DCM:MeOH (1:1) extracts of Piper thomsoni. All isolated compounds structures were definedusing modern spectral techniques.

References

Kirtikar K.R. and Basu B.D., Indian Medicinal Plants, III,2128 (1933)
The Wealth of India, Raw Materials, CSIR, New Delhi, VIII, 83 (1969)
Il-Kwon P., Sang-Gil L., Sang-Chul S., Ji-Doo P. and Young-Joon A., Larvicidal activity of isobutylamides identified in Piper nigrum fruits against three mosquito species, Journal of Agricultural and Food Chemistry, 50(7), 1866-1870 (2002)
Dominguez X.A. and Alcorn J.B., Screening of medicinal plants used by Huastec Mayans of Northeastern Mexico, J Ethnophamacol., 13, 139-156 (1985)
Geran R.I., Greenberg N.H., Macdonald M. M., Schumacher A. M. and Abbott B.J., Cancer Chemotherapy Reports, 3, 59-61 (1972)
Chahal J., Ohlyan R., Kandale A., Walia A. and Puri S., Introduction, Phytochemistry, traditional uses and biologicalactivity of genus Piper: A review, International Journal of Current Pharmaceutical Review and Research, 2(2), 130-144 (2011)
Kumar S., Kamboj J., Suman and Sharma S., Overview for Various Aspects of the Health Benefits of Piper LongumLinn, Fruit, Journal of Acupuncture and Meridian Studies, 4(2), 134–140 (2011)
Young-Cheol Y., Sang-Guei L., Hee-Kwon L., Moo-Key K., Sang-Hyun L., and Hoi-Seon L., A piperidine amide extracted from Piper longum L. Fruit shows activity against Aedesaegypti mosquito larvae, Journal of Agricultural and Food Chemistry, 50(13), 3765 - 3767 (2002)
Chia-Ying L., Wei-Jern T., Damu A. G., E-Jian L., Tian-Shung W., Dung N. X., Thang T. D. and Thanh L., Isolation and Identification of Antiplatelet Aggregatory Principles from the Leaves of Piper lolot; Journal of Agricultural and Food Chemistry, 55(23), 9436–9442 2007)
Steven T.S. L., Dragull K., Chung-Shih T., Bittenbender H. C., Efird J. T. and Nerurkar P. V., Effects of Kava Alkaloid, Pipermethystine, and Kavalactones on Oxidative Stress and Cytochrome P450 in F-344 Rats, Toxicological Sciences, 97(1), 214-221 (2007)
Parmar V. S., Jain S. C., Bisht K. S., Jain R., Taneja P., Jha A., Tyagi O. D., Prasad A. K., Wengel J., Olsen C. E. and Boll P. M., Phytochemistry of the genus Piper, Phytochemistry, 46(4), 597-673 (1997)
Parmar V. S., Jain S. C., Gupta S., Talwar S., Rajwanshi V. K., Kumar R., Azim A., Malhotra S., Kumar N., Jain R., Sharma N. K., Tyagi O. D., Lawrie S. J., Errington W., Howarth O. W., Olsen C. E., Singh S. K. and Wengel J., Polyphenols and alkaloids from piper species, Phytochemistry, 49(4), 1069-1078 (1998)
Furlan M., Roque N. F. and Filho W. W., Cycloartane derivatives from Guareatrichilioides, Phytochemistry, 32(6), 1519-1522 (1993)
Majumder P. L. and Pal S., A steroidal ester from Coelogyneuniflora, Phytochemistry, 29(8), 2717-2720 1990) 15.McLafferty F. W., Mass Spectrometric Analysis. Molecular Rearrangements, Anal. Chem., 31(1), 82-87 (1959)
McLafferty F. W., Mass Spectrometric Analysis. Molecular Rearrangements, Anal. Chem., 31(1), 82-87 (1959)
Ageta H. and Arai Y., Fern constituents: Cycloartanetriterpenoids and allied compounds from Polypodiumformosanum and P. niponicum, Phytochemistry, 23(12), 2875-2884 (1984)
Choi Y., Kinghorn A. D., Shi X., Zhang H. and Teo B. K., Abrusoside A: a new type of highly sweet triterpeneglycoside, J. Chem Soc. Soc., Chem. Commun., 13, 887 1989)
InoC., Hirotani M. and Furuya T., Two perenniporiol derivatives, lanostane-type triterpenoids, from the cultured mycelia of Perenniporiaochroleuca, Phytochemistry, 23(12), 2885-2888 (1984)
Dine E., Salah R., Halawany E., Mahmoud A., Norio N., Chao-Mei M. and Masao H., New lanostanetriterpene lactones from the Vietnamese mushroom Ganodermacolossum (FR.) C. F. BAKER., Chem. Pharm. Bull., 56, 642-646 (2008)

[ref1] Kirtikar K.R. and Basu B.D., Indian Medicinal Plants, III,2128 (1933)

[ref2] The Wealth of India, Raw Materials, CSIR, New Delhi, VIII, 83 (1969)

[ref3] Il-Kwon P., Sang-Gil L., Sang-Chul S., Ji-Doo P. and Young-Joon A., Larvicidal activity of isobutylamides identified in Piper nigrum fruits against three mosquito species, Journal of Agricultural and Food Chemistry, 50(7), 1866-1870 (2002)

[ref4] Dominguez X.A. and Alcorn J.B., Screening of medicinal plants used by Huastec Mayans of Northeastern Mexico, J Ethnophamacol., 13, 139-156 (1985)

[ref5] Geran R.I., Greenberg N.H., Macdonald M. M., Schumacher A. M. and Abbott B.J., Cancer Chemotherapy Reports, 3, 59-61 (1972)

[ref6] Chahal J., Ohlyan R., Kandale A., Walia A. and Puri S., Introduction, Phytochemistry, traditional uses and biologicalactivity of genus Piper: A review, International Journal of Current Pharmaceutical Review and Research, 2(2), 130-144 (2011)

[ref7] Kumar S., Kamboj J., Suman and Sharma S., Overview for Various Aspects of the Health Benefits of Piper LongumLinn, Fruit, Journal of Acupuncture and Meridian Studies, 4(2), 134–140 (2011)

[ref8] Young-Cheol Y., Sang-Guei L., Hee-Kwon L., Moo-Key K., Sang-Hyun L., and Hoi-Seon L., A piperidine amide extracted from Piper longum L. Fruit shows activity against Aedesaegypti mosquito larvae, Journal of Agricultural and Food Chemistry, 50(13), 3765 - 3767 (2002)

[ref9] Chia-Ying L., Wei-Jern T., Damu A. G., E-Jian L., Tian-Shung W., Dung N. X., Thang T. D. and Thanh L., Isolation and Identification of Antiplatelet Aggregatory Principles from the Leaves of Piper lolot; Journal of Agricultural and Food Chemistry, 55(23), 9436–9442 2007)

[ref10] Steven T.S. L., Dragull K., Chung-Shih T., Bittenbender H. C., Efird J. T. and Nerurkar P. V., Effects of Kava Alkaloid, Pipermethystine, and Kavalactones on Oxidative Stress and Cytochrome P450 in F-344 Rats, Toxicological Sciences, 97(1), 214-221 (2007)

[ref11] Parmar V. S., Jain S. C., Bisht K. S., Jain R., Taneja P., Jha A., Tyagi O. D., Prasad A. K., Wengel J., Olsen C. E. and Boll P. M., Phytochemistry of the genus Piper, Phytochemistry, 46(4), 597-673 (1997)

[ref12] Parmar V. S., Jain S. C., Gupta S., Talwar S., Rajwanshi V. K., Kumar R., Azim A., Malhotra S., Kumar N., Jain R., Sharma N. K., Tyagi O. D., Lawrie S. J., Errington W., Howarth O. W., Olsen C. E., Singh S. K. and Wengel J., Polyphenols and alkaloids from piper species, Phytochemistry, 49(4), 1069-1078 (1998)

[ref13] Furlan M., Roque N. F. and Filho W. W., Cycloartane derivatives from Guareatrichilioides, Phytochemistry, 32(6), 1519-1522 (1993)

[ref14] Majumder P. L. and Pal S., A steroidal ester from Coelogyneuniflora, Phytochemistry, 29(8), 2717-2720 1990) 15.McLafferty F. W., Mass Spectrometric Analysis. Molecular Rearrangements, Anal. Chem., 31(1), 82-87 (1959)

[ref15] McLafferty F. W., Mass Spectrometric Analysis. Molecular Rearrangements, Anal. Chem., 31(1), 82-87 (1959)

[ref16] Ageta H. and Arai Y., Fern constituents: Cycloartanetriterpenoids and allied compounds from Polypodiumformosanum and P. niponicum, Phytochemistry, 23(12), 2875-2884 (1984)

[ref17] Choi Y., Kinghorn A. D., Shi X., Zhang H. and Teo B. K., Abrusoside A: a new type of highly sweet triterpeneglycoside, J. Chem Soc. Soc., Chem. Commun., 13, 887 1989)

[ref18] InoC., Hirotani M. and Furuya T., Two perenniporiol derivatives, lanostane-type triterpenoids, from the cultured mycelia of Perenniporiaochroleuca, Phytochemistry, 23(12), 2885-2888 (1984)

[ref19] Dine E., Salah R., Halawany E., Mahmoud A., Norio N., Chao-Mei M. and Masao H., New lanostanetriterpene lactones from the Vietnamese mushroom Ganodermacolossum (FR.) C. F. BAKER., Chem. Pharm. Bull., 56, 642-646 (2008)