11β-HSD1 Inhibitors from Walsura cochinchinensis

Abstract

A search for inhibitors of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) from Walsura cochinchinensis yielded 10 new limonoids, cochinchinoids A-J (1-10), and two new triterpenoids, 3-epimesendanin S (11) and cochinchinoid K (12). Their structures were assigned on the basis of spectroscopic data, with the absolute configurations of 1 and 12 being established by X-ray diffraction analysis. Of these compounds, cochinchinoid K (12) displayed inhibitory activity against mouse 11β-HSD1 with an IC50 value of 0.82 μM.

Bioactive A-ring rearranged limonoids from the root barks of Walsura robusta

“…However, few A/B spiro-type limonoids with significant anti-inflammatory activities were reported. High abundances of cedrelone type limonoid and low abundances of A/B spiro-type limonoid have made research on these compounds difficult 3. , 4.…”

“…Natural products (secondary metabolites) revealing interesting properties as complex molecules and/or are widely recognized as an excellent source for target drug candidate discovery 1 . Plants of the genus Walsura from Meliaceae 2 are rich sources of bioactive limonoid derivatives with complex and diverse structures3., 4., 5., 6., 7., 8., 9.. Three Walsura species are widely distributed in south of China, such as Yunnan, Guangxi, and Hainan provinces10., 11..…”

“…However, few A/B spiro-type limonoids with significant anti-inflammatory activities were reported. High abundances of cedrelone type limonoid and low abundances of A/B spiro-type limonoid have made research on these compounds difficult3., 4., 11.. In our previous study, two novel limonoids with unprecedented 5-oxatricyclo[5.4.0.11., 4.]hendecane ring system were isolated and reported, and walrobsin A showed significant anti-inflammatory activity by inhibiting the expression of iNOS and IL-1 β 10 .…”

Triterpenoids

“…Ten limonoids, cochinchinoids A 308 -J 317 have been reported from Walsura cochinchinensis. 142 The structure of cochinchinoid A 308 was confirmed by X-ray analysis. Rubescins A 318 -C 320 are constituents of Trichilia rubescens.…”

Anti-inflammatory Tirucallane Saponins from <i>Paramignya scandens</i>

“…Recently, tirucallane-type triterpenoids have received much attention from scientists because of their unique structures and various biological activities. Published investigations demonstrated that this type of compound possessed numerous interesting biological effects, such as cytotoxic, [1][2][3][4][5][6] anti-platelet aggregation, 7,8) anti-inflammatory, 9) antitubercular, 10) vasodilative 11) activities, and inhibition of mouse 11β-hydroxysteroid dehydrogenase type 1 12) and human immunodeficiency virus (HIV-1) protease. 13) Previously, we reported two new tirucallane triterpenes from Paramignya (P.) scandens and evaluation of their cytotoxic effects.…”