Isolation, structural elucidation and cytotoxicity evaluation of a new pentahydroxy-pimarane diterpenoid along with other chemical constituents from Aerva lanata

Abstract

Aervalanata possesses various useful medicinal and pharmaceutical activities. Phytochemical investigation of the plant has now led to the isolation of a new 2α,3α,15,16,19-pentahydroxy pimar-8(14)-ene diterpenoid (1) together with 12 other known compounds identified as β-sitosterol (2), β-sitosterol-3-O-β-D-glucoside (3), canthin-6-one (4), 10-hydroxycanthin-6-one (aervine, 5), 10-methoxycanthin-6-one (methylaervine, 6), β-carboline-1-propionic acid (7), 1-O-β-D-glucopyranosyl-(2S,3R,8E)-2-[(2′R)-2-hydroxylpalmitoylamino]-8-octadecene-1,3-diol (8), 1-O-(β-D-glucopyranosyl)-(2S,3S,4R,8Z)-2-[(2′R)-2′-hydroxytetracosanoylamino]-8(Z)-octadene-1,3,4-triol (9), (2S,3S,4R,10E)-2-[(2′R)-2′-hydroxytetracosanoylamino]-10-octadecene-1,3,4-triol (10), 6′-O-(4″-hydroxy-trans-cinnamoyl)-kaempferol-3-O-β-D-glucopyranoside (tribuloside, 11), 3-cinnamoyltribuloside (12) and sulfonoquinovosyldiacylglyceride (13). Among these, six compounds (8–13) are reported for the first time from this plant. Cytotoxicity evaluation of the compounds against five cancer cell lines (CHO, HepG2, HeLa, A-431 and MCF-7) shows promising IC₅₀ values for compounds 4, 6 and 12.

Keywords::

• Aerva lanata
• pimarane diterpenoid
• 2D NMR (HSQC, HMBC, COSY, NOESY)
• cytotoxicity

Acknowledgements

The authors express their gratitude to the Director, IICB for laboratory facilities. Our thanks are due to Dr B. Achari (Ex-emeritus Scientist, CSIR), Dr Sukdeb Banerjee (Ex-Senior Principal Scientist, CSIR) for helpful suggestions and Mr E. Padmanaban for recording NMR spectra.

Additional information

Funding

This work received financial assistance from the Council of Scientific and Industrial Research Government of India. B.Y., A.H., N.S.A.P, A.A, P.R.M and N.B.M. are recipients of Research Fellowships and Emeritus Scientist grant from CSIR and Department of Biotechnology (DBT RA fellowship-coordinator Prof. Muniyappa), India.