Isolation and in silico Studies of New Diterpene from Phyllanthus amarus Linn.

Tanveer Alam; Bahar Ahmed; Lubna Najam; Shah Alam Khan

doi:10.14233/ajchem.2016.19637

Issue

Vol. 28 No. 5 (2016): Vol 28 Issue 5

Issue Published : January 30, 2016

This work is licensed under a Creative Commons Attribution 4.0 International License.

Isolation and in silico Studies of New Diterpene from Phyllanthus amarus Linn.

https://doi.org/10.14233/ajchem.2016.19637

Tanveer Alam

Antihepatotoxic Research Lab, Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Jamia Hamdard, New Delhi-110 062, India

Bahar Ahmed

Antihepatotoxic Research Lab, Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Jamia Hamdard, New Delhi-110 062, India

Lubna Najam

Department of Chemistry, D.A.V. College, Muzaffarnagar-251 001, India

Shah Alam Khan

Antihepatotoxic Research Lab, Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Jamia Hamdard, New Delhi-110 062, India; Department of Pharmacy, Oman Medical College, Muscat, Sultanate of Oman

Corresponding Author(s) : Shah Alam Khan

shahalamkhan@yahoo.com

Asian Journal of Chemistry, Vol. 28 No. 5 (2016): Vol 28 Issue 5
Article Published : January 30, 2016

Abstract

We report herein the isolation of a new diterpenoid methyl labda-5(6),11(12),14(15)-triene-17-oate (1) from the whole plant of Phyllanthus amarus Linn for the first time. The structure of the isolated compound was established on the basis of IR, ¹H NMR, ¹³C NMR and mass spectral studies. The in silico studies were carried out to predict the biological activity and to calculate bioactivity score, molecular and pharmacokinetic properties of isolated diterpene using Molinspiration and PASS cheminformatics software. The diterpene showed Pa values of 0.502 and 0.411 for antifungal and antihypertensive activity by PASS software. The bioactivity score obtained by Molinspiration indicated that the diterpene is most likely to act either as a nuclear receptor ligand or by enzyme inhibition. The compound was predicted to be lipophilic (mi log P = 5.3) and thus showed one violation of Lipinski’s rule of five.

Keywords

Phyllanthus amarus Diterpenoid Euphorbiaceae Labdane

Alam, T., Ahmed, B., Najam, L., & Khan, S. A. (2016). Isolation and in silico Studies of New Diterpene from Phyllanthus amarus Linn. Asian Journal of Chemistry, 28(5), 1161–1163. https://doi.org/10.14233/ajchem.2016.19637

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References

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References

J.R. Patel, P. Tripathi, V. Sharma, N.S. Chauhan and V.K. Dixit, J. Ethnopharmacol., 138, 286 (2011); doi:10.1016/j.jep.2011.09.040.

K.R. Kirtikar and B.D. Basu, Indian Medicinal Plants, Lalit Mohan Basu and Co., Allahabad, vol. 5, edn 3, p. 1668 (2000).

B. Joseph and S.J. Raj, Int. J. Pharm., 7, 40 (2011); doi:10.3923/ijp.2011.40.45.

A. Kumaran and R.J. Karunakaran, LWT Food Sci. Technol., 40, 344 (2007); doi:10.1016/j.lwt.2005.09.011.

M. Singh, N. Tiwari, K. Shanker, R.K. Verma, A.K. Gupta and M.M. Gupta, J. Asian Nat. Prod. Res., 11, 562 (2009); doi:10.1080/10286020902939174.

C.A. Lipinski, F. Lombardo, B.W. Dominy and P.J. Feeney, Adv. Drug Deliv. Rev., 23, 3 (1997); doi:10.1016/S0169-409X(96)00423-1.

N. Khurana, M.P.S. Ishar, A. Gajbhiye and R.K. Goel, Eur. J. Pharmacol., 662, 22 (2011); doi:10.1016/j.ejphar.2011.04.048.

A.F. Barrero, J.F. Sanchez, E.J. Alvarez-Manzaneda, M. Muñoz and A. Haïdour, Phytochemistry, 31, 615 (1992); doi:10.1016/0031-9422(92)90046-S.

B.N. Zhou, N.J. Baj, T.E. Glass, S. Malone, M.C.M. Werkhoven, F. van Troon, J.H. Wisse, G.I. Kingston and G.I. David, J. Nat. Prod., 60, 1287 (1997); doi:10.1021/np970233c.

J.G. Urones, I.S. Marcos, D.D. Martin, F.M.S.B. Palma and J.M. Rodilla, Phytochemistry, 26, 3037 (1987); doi:10.1016/S0031-9422(00)84588-4.

S. Roengsumran, A. Petsom, D. Sommit and T. Vilaivan, Phytochemistry, 50, 449 (1999); doi:10.1016/S0031-9422(98)00604-9.

L.S. Nath, S.A. Khan and A. Ahmad, Sch. Acad. J. Pharm., 3, 496 (2014).

R.K. Goel, D. Singh, A. Lagunin and V. Poroikov, Med. Chem. Res., 20, 1509 (2011); doi:10.1007/s00044-010-9398-y.

Issue

Vol. 28 No. 5 (2016): Vol 28 Issue 5

Isolation and in silico Studies of New Diterpene from Phyllanthus amarus Linn.

Corresponding Author(s) : Shah Alam Khan

Abstract

Keywords

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