Ceanothane- and Lupane-Type Triterpenes with Antiplasmodial and Antimycobacterial Activities from Ziziphus cambodiana

Sunit Suksamrarn; Panomwan Panseeta; Soykam Kunchanawatta; Thanomsin Distaporn; Saovaluk Ruktasing; Apichart Suksamrarn

doi:10.1248/cpb.54.535

Notes

Ceanothane- and Lupane-Type Triterpenes with Antiplasmodial and Antimycobacterial Activities from Ziziphus cambodiana

Sunit Suksamrarn, Panomwan Panseeta, Soykam Kunchanawatta, Thanomsin Distaporn, Saovaluk Ruktasing, Apichart Suksamrarn

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Keywords: Ziziphus cambodiana, Rhamnaceae, triterpene, antimycobacterial activity, antiplasmodial activity

JOURNAL FREE ACCESS

2006 Volume 54 Issue 4 Pages 535-537

DOI https://doi.org/10.1248/cpb.54.535

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Abstract

One new and eight known ceanothane- and lupane-type triterpenes were isolated from the root bark of Ziziphus cambodiana PIERRE (Rhamnaceae). Based on spectral analyses, the structure of the new compound was elucidated as 3-O-(4-hydroxy-3-methoxybenzoyl)ceanothic acid (3-O-vanillylceanothic acid) (1), while the known compounds were identified as lupeol (2), betulinaldehyde (3), betulinic acid (4), 2-O-E-p-coumaroyl alphitolic acid (5), alphitolic acid (6), zizyberanalic acid (7), zizyberenalic acid (8) and ceanothic acid (9). Compounds 1, 5 and 8 exhibited significant in vitro antiplasmodial activity against the parasite Plasmodium falciparum, with inhibitory concentration (IC₅₀) values of 3.7, 0.9 and 3.0 μg/ml, respectively. Compounds 1 and 3—8 showed antimycobacterial activity against Mycobacterium tuberculosis with respective MIC values of 25, 25, 25, 12.5, 50, 50 and 100 μg/ml.

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