Endodesmiadiol, a Friedelane Triterpenoid, and Other Antiplasmodial Compounds from Endodesmia calophylloides

Erasmienne Tambou Ngouamegne; René Soh Fongang; Silvère Ngouela; Fabrice Fekam Boyom; Michel Rohmer; Etienne Tsamo; Jiri Gut; Philip Jon Rosenthal

doi:10.1248/cpb.56.374

Notes

Endodesmiadiol, a Friedelane Triterpenoid, and Other Antiplasmodial Compounds from Endodesmia calophylloides

Erasmienne Tambou Ngouamegne, René Soh Fongang, Silvère Ngouela, Fabrice Fekam Boyom, Michel Rohmer, Etienne Tsamo, Jiri Gut, Philip Jon Rosenthal

Author information

Erasmienne Tambou Ngouamegne
Laboratoire de Substances Naturelles et Synthèse Organique, Département de Chimie Organique, Faculté des Sciences, Université de Yaoundé I
Laboratoire de Chimie et Biochimie des Microorganismes, Institut de Chimie, Université Louis Pasteur
René Soh Fongang
Laboratoire de Substances Naturelles et Synthèse Organique, Département de Chimie Organique, Faculté des Sciences, Université de Yaoundé I
Silvère Ngouela
Laboratoire de Substances Naturelles et Synthèse Organique, Département de Chimie Organique, Faculté des Sciences, Université de Yaoundé I
Fabrice Fekam Boyom
Département de Biochimie, Faculté des Sciences, Université de Yaoundé I
Michel Rohmer
Laboratoire de Chimie et Biochimie des Microorganismes, Institut de Chimie, Université Louis Pasteur
Etienne Tsamo
Laboratoire de Substances Naturelles et Synthèse Organique, Département de Chimie Organique, Faculté des Sciences, Université de Yaoundé I
Jiri Gut
Division of Infectious Diseases, Department of Medicine, University of California San Francisco
Philip Jon Rosenthal
Division of Infectious Diseases, Department of Medicine, University of California San Francisco

Keywords: Endodesmia calophylloides, Guttiferae, friedelane triterpenoid, X-ray structure analysis, antimalarial drug

JOURNAL FREE ACCESS

2008 Volume 56 Issue 3 Pages 374-377

DOI https://doi.org/10.1248/cpb.56.374

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Abstract

From the ethyl acetate extract of the stem bark of Endodesmia calophylloides (Guttiferae), a novel friedelane triterpenoid named endodesmiadiol (1), as well as the known compounds friedelin (2), canophyllol (3), canophyllal (4), cerin (5), morelloflavone (6), volkensiflavone (7), 8-deoxygartanin (8), 3β-acetoxyoleanolic acid (9) and 1,8-dihydroxy-3-isoprenyloxy-6-methylxanthone (10) have been isolated. The structures of these compounds were established by spectroscopic analysis, and the relative configuration of endodesmiadiol (1) was confirmed by X-ray diffraction. The antiplasmodial activity of the isolated compounds was evaluated against the W2 strain of Plasmodium falciparum which is resistant to chloroquine and other antimalarial drugs. All the compounds were found to be active with IC₅₀ values ranging from 7.2 to 23.6 μM. The IC₅₀ of endodesmiadiol was found to be 11.8 μM.

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