Prenylated Anthraquinones and Other Constituents from the Seeds of Vismia laurentii

Abstract

Two new prenylated anthraquinones, laurenquinone A (1) and B (2) were isolated from the seeds of Vismia laurentii together with four known compounds; xanthone V 1 (3), physcion (4), 3-geranyloxyemodin anthrone (5) and friedelin (6). The structures of the new metabolites were determined with the help of spectroscopic data including extensive 2D-NMR spectroscopy. The known compounds were identified by comparison of their physical and spectroscopic data with those reported in the literature. Compounds 1, 4 and 5 exhibited moderate algicidal activity against Chlorella fusca and 3 showed moderate activity against the gram-positive bacterium Bacillus megaterium.

Chemistry and biology of genusVismia

“…All the isolated compounds however showed antimicrobial activity with at least one microorganism. This finding is therefore not that surprising since some individual xanthones, anthraquinones and triterpenes have shown this type of biological activity (Barre et al, 1997;Ali et al, 2000;Fukai et al, 2005;Djoukeng et al, 2005;Nguemeving et al, 2006;Tala et al, 2007;Wabo et al, 2007).…”

Antimicrobial activities of methanol extract and compounds from stem bark of Vismia rubescens

“…All the isolated compounds showed antimicrobial activity on at least one microorganism. It is therefore not surprising since some individual xanthones, anthraquinones and triterpenes have shown this type of biological activities (Barre et al, 1997;Ali et al, 2000;Fukai et al, 2005;Djoukeng et al, 2005;Nguemeving et al, 2006;Wabo et al, 2007).…”

“…1). Many triterpenoids, anthraquinones, xanthones have been reported from Vismia species (Araújo et al, 1990;Nagem and Faria De Jesus, 1990;Nagem and Alves, 1995;Nagem and De Olivera, 1997;Bilia et al, 2000;Dos Santos et al, 2000;Nguemeving et al, 2006;Tala et al, 2007;Wabo et al, 2007).…”

“…The decoction extract of the bark and roots is used in the Western Province of Cameroon as febrifugal and in the treatment of various microbial infections (skin diseases, diarrhoea and venereal diseases). Previous studies have reported the presence of triterpenoids, prenylated anthrones, anthraquinones, bianthraquinones, benzophenones, xanthones and lignans from Vismia species (Araújo et al, 1990;Nagem and Alves, 1995;Nagem and De Olivera, 1997;Bilia et al, 2000;Dos Santos et al, 2000;Nguemeving et al, 2006;Tala et al, 2007;Wabo et al, 2007). Antimicrobial, cytotoxic and antifeedant activities have been reported for various Vismia constituents (Cassinelli et al, 1986;Seo et al, 2000;Tala et al, 2007;Wabo et al, 2007).…”

Stem bark and flower extracts ofVismia caulifloraare highly effective antioxidants to human blood cells by preventing oxidative burst in neutrophils and oxidative damage in erythrocytes

“…Vismia has been studied in different countries due to their excellent potential as medicinal plants (Lizcano et al, 2012;Tala et al, 2013;Tamokou et al, 2009;Traore et al, 2013;Wabo et al, 2007). In Brazilian folk medicine, Vismia cauliflora A.C.Sm [Hypericaceae (Clusiaceae)] has traditionally been used by Amerindians, mainly to treat dermatosis and inflammatory processes in the skin.…”