Anti-tumor Activities of Triterpenes from Syzygium kusukusense

Abstract

In this study, we report the isolation from the stem of Syzygium kusukusense of five triterpenes, 2α-hydroxybetulinic acid (1), betulinic acid (2), platanic acid (3), ursolic acid (4), and hyptatic acid A (5). All were identified for the first time from this indigenous plant of Taiwan. Assessment of the cytotoxic activities of these compounds against a panel of human tumor cell lines, including MCF-7 breast, PC-3 prostate, and SCC2095 oral squamous cell cancers, revealed the high potency of compounds 1 (IC₅₀, 5.7 – 7.6 μM) and, especially, 4 (IC₅₀, 1.7 – 3.7 μM) in suppressing cell viability, which warrants further mechanistic investigations.

Keywords

Syzygium kusukusense Myrtaceae Triterpenes Cytotoxicity

References

(a) Chao

S.C.

, Ku

Y.C.

, Lin

S.J.

, Pan

T.T.

(1971) Measurements of fiber dimensions and analysis of the chemical composition of Taiwan hardwoods. Tai-Wan Sheng Lin Yeh Shih Yen So Lin Wu Chu Ho Tso Shih Yen Pao Kao, 14, 26; (b) Rai DR, Chadha S, Kaur MP, Jaiswal P, Patil RT. (2011) Biochemical, microbiological and physiological changes in Jamun (Syzygium cumin L.) kept for long term storage under modified atmosphere packaging. Journal of Food Science and Technology, 48, 357–365; (c) Raga DD, Cheng CL, Lee KC, Olaziman WZ, De Guzman VJ, Shen CC, Franco FC, Jr., Ragasa CY. (2011) Bioactivities of triterpenes and a sterol from Syzygium samarangense. Zeitschrift für Naturforschung C, 66, 235–244; (d) Chumkaew P, Kato S, Chantrapromma K. (2010) New cytotoxic steroids from the fruits of Syzygium siamense. Journal of Asian Natural Products Research, 12, 424–428.

(a) Djoukeng

J.D.

, Abou-Mansour

, Tabacchi

, Tapondjou

A.L.

, Bouda

, Lontsi

(2005) Antibacterial triterpenes from Syzygium guineense. Journal of Ethnopharmacology, 101, 283–286;(b) Lee CK. (1998) A new norlupene from the leaves of Melaleuca leucadendron. Journal of Natural Products, 61, 375–376; (c) Lee IK, Kim Dh, Lee SY, Kim KR, Choi SU, Hong JK, Lee JH, Park YH, Lee KR. (2008) Triterpenoic acids of Prunella vulgaris var. lilacina and their cytotoxic activities in vitro. Archives of Pharmacal Research, 31, 1578–1583; (d) Yamagishi T, Zang DC, Chang JJ, McPhail DR, McPhail AT, Lee KH. (1988) The cytotoxic principles of Hyptis capitata and the structures of the new triterpenes hyptatic-A and B. Phytochemistry, 27, 3213–3216.

De Angel

R.E.

, Smith

S.M.

, Glickman

R.D.

, Perkins

S.N.

, Hursting

S.D.

(2010) Antitumor effects of ursolic acid in a mouse model of postmenopausal breast cancer. Nutrition and Cancer, 62, 1074–1086.

Ramos

A.A.

, Pereira-Wilson

, Collins

A.R.

(2010) Protective effects of ursolic acid and luteolin against oxidative DNA damage include enhancement of DNA repair in Caco-2 cells. Mutation Research, 692, 6–11.

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