Cytotoxic pentacyclic and tetracyclic aromatic sesquiterpenes from phomopsis archeri

Hemtasin, Chulida; Kanokmedhakul, Somdej; Kanokmedhakul, Kwanjai; Hahnvajanawong, Chariya; Soytong, Kasem; Prabpai, Samran; Kongsaeree, Palangpon

doi:10.1021/np100632g

Cytotoxic pentacyclic and tetracyclic aromatic sesquiterpenes from phomopsis archeri

Author(s)

Hemtasin, Chulida

Kanokmedhakul, Somdej

Kanokmedhakul, Kwanjai

Hahnvajanawong, Chariya

Soytong, Kasem

Prabpai, Samran

Kongsaeree, Palangpon

Date Issued

April 25, 2011

Type

Article

DOI

10.1021/np100632g

Abstract

Three new sesquiterpenes, named phomoarcherins A-C (1-3), and four known compounds, kampanol A (4), R-mevalonolactone, ergosterol, and ergosterol peroxide, were isolated from the endophytic fungus Phomopsis archeri. These structures were established on the basis of spectroscopic evidence. The structure and absolute configuration of 1 were confirmed by X-ray crystallographic analysis of its p-bromobenzoate derivative (1a). Compounds 1-4 showed cytotoxicity against five cholangiocarcinoma cell lines (0.1-19.6 μg/mL), while 1 and 2 exhibited weak cytotoxicity against the KB cell line with IC50 values of 42.1 and 9.4 μg/mL, respectively. In addition, compound 2 showed antimalarial activity against Plasmodium falciparum with an IC50 value of 0.79 μg/mL. © 2011 The American Chemical Society and American Society of Pharmacognosy.

Citation

Journal of Natural Products, 74(4), 609-613, 2011