Isolation of Two New Cheilanthane-Type Tricarbocyclic Sesterterpenoids from Leaves of Caesalpinia crista Linn.: A Traditionally Used Antimalarial Plant of Assam, India

Kamaruz Zaman; Dipak Chetia; Mohammed Ali

doi:10.14233/ajchem.2017.20201

Issue

Vol. 29 No. 3 (2017): Vol 29 Issue 3

Issue Published : December 30, 2016

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

Isolation of Two New Cheilanthane-Type Tricarbocyclic Sesterterpenoids from Leaves of Caesalpinia crista Linn.: A Traditionally Used Antimalarial Plant of Assam, India

https://doi.org/10.14233/ajchem.2017.20201

Kamaruz Zaman

Department of Pharmaceutical Sciences, Dibrugarh University, Dibrugarh-786 004, India

Dipak Chetia

Department of Pharmaceutical Sciences, Dibrugarh University, Dibrugarh-786 004, India

Mohammed Ali

Department of Pharmacognosy and Phytochemistry, Faculty of Pharmacy, Jamia Hamdard, New Delhi-110 062, India

Corresponding Author(s) : Kamaruz Zaman

z_kamar2003@yahoo.com

Asian Journal of Chemistry, Vol. 29 No. 3 (2017): Vol 29 Issue 3
Article Published : December 30, 2016

Abstract

Caesalpinia crista L. (family Caesalpiniaceae) is a large scandent prickly evergreen shrub widely distributed in south-eastern Asia, Nigeria and Pacific region. The leaves are useful to cure skin infections, sore throat, intestinal worms, hepatic disorders, malaria and leprosy. Phytochemical investigation of a methanolic extract of the leaves of C. crista afforded two new cheilanthane-type tricarbocyclic sesterterpenoids characterized as 4a,4b,8b,13b-tetramethyl-14-(17-methyl-pent-14-enyl)-perhydrophenanthrene-11a-ol-22-oic acid (1, cristasesterterpenoic acid) and 4a,4b,8b,10b,13b- pentamethyl-14-(-17-methylpent-14-enyl)-perhydrophenanthrene-3b-olyl-O-b-D-glucopyranoside (2, cristasesterterpinol glucoside). The structures of these compounds were elucidated on the basis of spectral data analysis and chemical reactions.

Keywords

Caesalpinia crista Leaves Cristasesterterpenoic acid Cristasesterterpenol glucoside

Zaman, K., Chetia, D., & Ali, M. (2016). Isolation of Two New Cheilanthane-Type Tricarbocyclic Sesterterpenoids from Leaves of Caesalpinia crista Linn.: A Traditionally Used Antimalarial Plant of Assam, India. Asian Journal of Chemistry, 29(3), 485–488. https://doi.org/10.14233/ajchem.2017.20201

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References

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A. Ata, C.C. Udenigwe, E.M. Gale and R. Samarasekera, Nat. Prod. Commun., 4, 311 (2009).

S. Awale, T.Z. Linn, Y. Tezuka, S.K. Kalauni, A.H. Banskota, F. Attamimi, J.Y. Ueda and S. Kadota, Chem. Pharm. Bull. (Tokyo), 54, 213 (2006).

A.H. Banskota, F. Attamimi, T. Usia, T.Z. Linn, Y. Tezuka, S.K. Kalauni and S. Kadota, Tetrahedron Lett., 44, 6879 (2003).

T. Diyabalanage, R. Ratnayake, H.R. Bokesch, T.T. Ransom, C.J. Henrich, J.A. Beutler, J.B. McMahon and K.R. Gustafson, J. Nat. Prod., 75, 1490 (2012).

L. Ferreiro-Mederos, S. Lanners, H. Henchiri, A. Fekih and G. Hanquet, Nat. Prod. Res., 23, 256 (2009).

S.K. Kalauni, S. Awale, Y. Tezuka, A.H. Banskota, T.Z. Linn and S. Kadota, Chem. Pharm. Bull. (Tokyo), 53, 214 (2005).

S.K. Kalauni, S. Awale, Y. Tezuka, A.H. Banskota, T.Z. Linn and S. Kadota, Chem. Pharm. Bull. (Tokyo), 53, 1300 (2005).

K.R. Kirtikar and B.D. Basu, Indian Medicinal Plants, Periodical Experts, New Delhi, India, edn 2, vol. 2 (1975).

T.Z. Linn, S. Awale, Y. Tezuka, A.H. Banskota, S.K. Kalauni, F. Attamimi, J.Y. Ueda, P.B.S. Asih, D. Syafruddin, K. Tanaka and S. Kadota, J. Nat. Prod., 68, 706 (2005).

K. Moon, S.S. Khadabadi, U.A. Deokate and S.L. Deore, Report and Opinion, 2, 83 (2010).

K. Pudhom, D. Sommit, N. Suwankitti and A. Petsom, J. Nat. Prod., 70, 1542 (2007).

U. Quattrocchi, CRC World Dictionary of Medicinal and Poisonous Plants, CRC Press, Boca Raton, Florida, p. 705 (2012).

S. Cheenpracha, R. Srisuwan, C. Karalai, C. Ponglimanont, S. Chantrapromma, K. Chantrapromma, H.-K. Fun, S. Anjum and Attaur-Rahman, Tetrahedron, 61, 8656 (2005).

S.K. Kalauni, S. Awale, Y. Tezuka, A.H. Banskota, T.Z. Linn and S. Kadota, J. Nat. Prod., 67, 1859 (2004).

H.P. Suryawanshi and M.R. Patel, Int. J. Res. Pharm. Chem., 1, 1179 (2011).

T. Kinoshita, Y. Haga, S. Narimatsu, M. Shimada and Y. Goda, Chem. Pharm. Bull. (Tokyo), 53, 717 (2005).

M. Ali, Techniques of Terpenoid Identification, Birla Publications, Delhi, pp. 329-345 (2001).

E.M. Williamson, Major Herbs of Ayurveda, Elsevier Health Sciences, Edinburgh, UK (2002).

P.P. Yadav, R. Maurya, J. Sarkar, A. Arora, S. Kanojiya, S. Sinha, M.N. Srivastava and R. Raghubir, Phytochemistry, 70, 256 (2009).

T. Yi, L. Zhang, H.-W. Fu, S.-L. Yang and J.-K. Tian, Helv. Chim. Acta, 92, 2769 (2009).

Issue

Vol. 29 No. 3 (2017): Vol 29 Issue 3

Isolation of Two New Cheilanthane-Type Tricarbocyclic Sesterterpenoids from Leaves of Caesalpinia crista Linn.: A Traditionally Used Antimalarial Plant of Assam, India

Corresponding Author(s) : Kamaruz Zaman

Abstract

Keywords

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