Triterpenoids.

Covering 2015. Previous review: Nat. Prod.

Triterpenoids.

Covering 2014. Previous review: Nat. Prod.

Triterpenoids.

Covering: 2013. Previous review: Nat. Prod.

Two new aromadendrane sesquiterpenes from the stem bark of Alafia multiflora.

Two new aromadendrane sesquiterpenoids (1β,4β,5β,6α,7α,11S)-aromadendr-9-en-13,14-dioic acid (1) and (1β,4β,5β,6α,7α,11S)-13-oxoaromadendr-9-en-14-oic acid (2) have been isolated from the stem bark of Alafia multiflora along with β-sitosterol and β-sitosterol glucoside. Their structures were established on the basis of spectroscopic analyses, including 1D and 2D NMR experiments (1H-1H COSY, NOESY, HSQC, HMBC). Compound 1 showed a weak growth inhibitory activity against the murine melanoma line B16F10 MTT.

Triterpenoids.

This review covers the isolation and structure determination of triterpenoids reported during 2012 including squalene derivatives, lanostanes, holostanes, cycloartanes, cucurbitanes, dammaranes, euphanes, tirucallanes, tetranortriterpenoids, quassinoids, lupanes, oleananes, friedelanes, ursanes, hopanes, serratanes, isomalabaricanes and saponins; 348 references are cited.

Triterpenoids.

This review covers the isolation and structure determination of triterpenoids including squalene derivatives, lanostanes, holostanes, cycloartanes, cucurbitanes, dammaranes, euphanes, tirucallanes, tetranortriterpenoids, quassinoids, lupanes, oleananes, friedelanes, ursanes, hopanes, onoceranes and saponins; 308 references are cited.

Triterpenoids.

This review covers the isolation and structure determination of triterpenoids, including squalene derivatives, protostanes, lanostanes, holostanes, cycloartanes, dammaranes, euphanes, tirucallanes, tetranortriterpenoids, quassinoids, lupanes, oleananes, friedelanes, ursanes, hopanes, serratanes and saponins; 305 references are cited.

Triterpenoids.

This review covers the isolation and structure determination of triterpenoids, including squalene derivatives, protostanes, lanostanes, holostanes, cycloartanes, dammaranes, euphanes, tirucallanes, tetranortriterpenoids, quassinoids, lupanes, oleananes, friedelanes, ursanes, hopanes, serratanes and saponins; 278 references are cited.

Friedolanostane, friedocycloartane and benzophenone constituents of the bark and leaves of Garcinia benthami.

Friedolanostanes, (22Z,24E)-3β-acetoxy-9α-hydroxy-17,14-friedolanosta-14,22,24-trien-26-oic acid, (22Z,24E)-3β,9α-dihydroxy-17,14-friedolanosta-14,22,24-trien-26-oic acid, (22Z,24E)-9α-hydroxy-3-oxo-17,14-friedolanosta-14,22,24-trien-26-oic acid, a friedocycloartane, (22Z,24E)-3α-hydroxy-17,13-friedocycloarta-12,22,24-trien-26-oic acid, and a benzophenone, benthaphenone, together with known compounds (22Z,24E)-3α,9α-dihydroxy-17,13-friedolanosta-12,22,24-trien-26-oic acid, methyl (24E)-3α,23-dihydroxy-17,14-friedolanosta-8,14,24-trien-26-oate, glutinol, lupeol, and stigmasterol, were isolated from leaves and bark of Garcinia benthami. Their structures were elucidated using spectroscopic techniques, mainly 1-D and 2-D NMR spectroscopy, and chemical correlations.

Triterpenoids.

This review covers the isolation and structure determination of triterpenoids including squalene derivatives, protostanes, lanostanes, holostanes, cycloartanes, dammaranes, euphanes, tirucallanes, tetranortriterpenoids, lupanes, oleananes, friedelanes, ursanes, hopanes, isomalabaricanes and saponins; 574 references are cited.

Okundoperoxide, a bicyclic cyclofarnesylsesquiterpene endoperoxide from Scleria striatinux with antiplasmodial activity.

Okundoperoxide (1) was isolated by bioassay-guided fractionation of extracts from Scleria striatinux (syn. S. striatonux).

Triterpenoids.

This review covers the isolation and structure determination of triterpenoids including squalene derivatives, protostanes, lanostanes, holostanes, cycloartanes, dammaranes, euphanes, tirucallanes, tetranortriterpenoids, quassinoids, lupanes, oleananes, friedelanes, ursanes, hopanes, isomalabaricanes and saponins. The literature from January 2005 to December 2006 is reviewed and 478 references are cited.

Anthocleistenolide, a new rearranged nor-secoiridoid derivative from the stem back of Anthocleista vogelii.

A new rearranged nor-secoiridoid, anthocleistenolide ( 1), along with the known 1-hydroxy-3,7-dimethoxyxanthone ( 2), 1-hydroxy-3,7,8-trimethoxyxanthone ( 3), 7 alpha-hydroxysitosterol ( 4) and sitosterol 3- O-beta- D-glucopyranoside ( 5), were isolated from the stem back of Anthocleista vogelii. Their structures were elucidated on the basis of spectral studies and comparison with published data. Compounds 1 - 3 and 5 were evaluated for their antibacterial and antifungal activities.

Triterpenoids.

This review covers the isolation and structure determination of triterpenoids including squalene derivatives, lanostanes, cycloartanes, dammaranes, euphanes, tirucallanes, tetranortriterpenoids, quassinoids, lupanes, oleananes, friedelanes, uranes, hopanes, isomalabaricanes and saponins. The literature from January to December 2004 is reviewed and 243 references are cited.

Pycnanthuquinone C: a new terpenoid-quinone from Pycnanthus angolensis.

A new compound containing a unique terpenoid-quinone skeleton, pycnanthuquinone C (1) along with the known sargachromenol (2), prunetin (3), biochanin A (4), calopiptin (5), (12 S,13 S)-12,13-dihydroxylabda-8(17),14-dien-18-oic acid (6), (12 R,13 S)-12,13-dihydroxylabda-8(17),14-dien-18-oic acid (7), and sitosterol 3- O-beta- D-glucopyranoside (8), were isolated from the stem bark of Pycnanthus angolensis. Their structures were elucidated by spectroscopic means and comparison with published data. The antifungal activity of compounds 1, 2 and 3 was evaluated.

Anti-plasmodial and antioxidant activities of constituents of the seed shells of Symphonia globulifera Linn f.

A xanthone derivative, named gaboxanthone (1), has been isolated from the seed shells of Symphonia globulifera, together with known compounds, symphonin (2), globuliferin (3), guttiferone A (4), sistosterol, oleanolic acid and methyl citrate. The structure of the compound was assigned as 5,10-dihydroxy-8,9-dimethoxy-2,2-dimethyl-12-(3-methylbut-2-enyl) pyrano [3,2-b]xanthen-6(2H)-one, by means of spectroscopic analysis. The anti-plasmodial and antioxidant activities of the phenolic compounds were evaluated, respectively, in culture against W2 strain of Plasmodium falciparum and using the free radical scavenging activity of the DPPH radical, respectively.

Microbial transformation of the sesquiterpenoid (-)-maalioxide by Mucor plumbeus.

Microbial transformation of the sesquiterpenoid (-)-maalioxide by the fungus Mucor plumbeus gave three metabolites, 9beta-hydroxymaalioxide, 1beta-hydroxymaalioxide and 7beta-hydroxymaalioxide. 9beta-hydroxymaalioxide and its structure was established on the basis of its spectroscopic properties and chemical reactions.

A new benzophenanthridine alkaloid from Zanthoxylum buesgenii.

A new benzophenanthridine alkaloid, 6-[2'-ethoxy-2'-(2'',4'',5''-trimethoxyphenyl)] ethyl-7,8-dimethoxy-5-methyl-2,3-methylenedioxy-5,6-dihydrobenzo[c]phenanthridine named buesgeniine (1), as well as the known decarine, were isolated from the extract of the stem bark of Zanthoxylum buesgenii. In addition, three known lignans, sesamine, matairesinol dimethylether, and methylpluviatilol, were also identified. The structure of 1 was elucidated using spectroscopic methods.

Xanthones and other constituents of Allanblackia monticola (Guttiferae).

A xanthone derivative, 3,6,7-trihydroxy-1-methoxyxanthone has been isolated from the stem bark of Allanblackia monticola together with other known compounds, 2,6-dihydroxy-1-methoxyxanthone, allanxanthone A, epicathechin and oleanolic acid acetate. The structure of the new compound was elucidated by spectroscopic methods.

Tabouensinium chloride, a novel quaternary pyranoquinoline alkaloid from Araliopsis tabouensis.

A novel pyranoquinoline alkaloid 3,4-dihydro-3-hydroxy-5-methoxy-2,2,10-trimethylpyrano [2,3-b]quinoline named tabouensinium chloride (1), was isolated from the stem bark of Araliopsis tabouensis along with twelve known quinoline alkaloids. In addition, the known flindisol, lupeol and beta-sitosterol glucoside were also identified. Their structures were deduced from spectral data.

Xanthones from Garcinia smeathmannii (Oliver) and their antimicrobial activity.

Two new xanthones, smeathxanthone A (1) (2-(3,7-dimethyl-2,6-octadienyl)-1,3,5,8-tetrahydroxyxanthone) and smeathxanthone B (2) (5,7,10-trihydroxy-2-methyl-2-(4-methylpent-3-enyl)[2H, 6H]pyrano[3,2-b]xanthen-6-one), have been isolated from the stem bark of Garcinia smeathmannii, and their structures elucidated on the basis of 1D and 2D NMR experiments. 1,3,5-Trihydroxyxanthone and 1,5-dihydroxyxanthone were also obtained. The compounds showed only modest activity against a range of bacteria and yeasts.

Four tetranortriterpenoids from the stem bark of Khaya anthotheca.

Eight limonoids, anthothecanolide (1), 3-O-acetylanthothecanolide (2), 2,3-di-O-acetylanthothecanolide (3), 6R,8alpha-dihydroxycarapin (4), 3beta-acetoxy-3-deoxo-6R-hydroxycarapin (5), methyl angolensate, methyl 6-hydroxyangolensate and khayalactone together with sitosterol glucoside, have been isolated from the extracts of the stem bark of Khaya anthotheca. Compounds 1-4 are described for the first time. Their structures were established by analysis of the high-field NMR and MS data.

Triterpenoids.

This review covers the isolation and structure determination of triterpenoids including squalene derivatives, lanostanes, cycloartanes, dammaranes, euphanes, tirucallanes, tetranortriterpenoids, quassinoids, lupanes, oleannes, friedelanes, ursanes, hopanes, isomalabaricanes and saponins. The literature from January to December 2002 is reviewed and 221 references are used.

A prenylated xanthone with antimicrobial activity from the seeds of Symphonia globulifera.

A prenylated xanthone has been isolated from the seeds of Symphonia globulifera together with the known compounds sitosterol and oleanolic acid. The structure of the new compound was elucidated by spectroscopic methods.