Chemistry in the Annonaceae, Part XXV. Sesquiterpenes from the Stem Bark of Cleistopholis glauca

Natural 6-hydroxy-chromanols and -chromenols: structural diversity, biosynthetic pathways and health implications

“…The second cyclization pathway occurs via an epoxidation of the terminal double bond, followed by an acid-catalyzed cyclization cascade with a nal cyclization of the chromane ring, as rst described by Etse et al 61,92,93 (see also Fig. 7 and 10).…”

“…Here, the authors discussed a possible mechanism that leads to cyclization reactions in the side chain. Epoxidation of the 61 Examples are cyclolitchtocotrienol (49) and walsurol (50).…”

“…Sargachromanols G to J (60-63) share similar side chain modications consisting of a C-9 0 carbonyl and a C-10 0 hydroxyl group. They differ in the numer and type of saturation of the double bonds between C-7 0 and C-8 0 (I, J) (62,63) and between C-11 0 and C-12 0 (H, J) (61,63), respectively, and a double bond shi from C-7 0 to C-6 0 (H) (61). Sargachromanol K (64) is an isomer of sargachromanol G, where the carbonyl and hydroxyl groups are shied to C-10 0 and C-9 0 , respectively.…”

Chemical constituents ofAntrodia camphoratasubmerged whole broth

“…The methanol extract of freeze-dried powder of A. camphorata of the submerged whole broth was partitioned with EtOAc and H 2 O. The EtOAc soluble fraction was repeatedly open column chromatographed and HPLC chromatographed on normal phase to afford one new compound, 10-hydroxy--dodecalactone (1) and three first isolated from natural, 11-hydroxy--dodecalactone (2), 2-(2-hydroxyethyl)phenol (3) and 12-hydroxydodecanoic acid methyl ester (4) along with eight known compounds, ergostatrien-3-ol [20], ergosterol peroxide [21], methyl (4-hydroxyphenyl)acetate [22], vanillin [23], 4-hydroxybenzaldehyde [24], hexadecanoic acid [25], 5-methoxymethylfuran-2-carbaldehyde [26] and 5-hydroxymethylfuran-2-carbaldehyde [27]. In our studies, only ergosterol peroxide was present, and the maleic and succinic acid derivatives were not observed.…”

Chemical composition of the leaf oil ofCleistopholis glaucaPierre ex Engler & Diels from Côte d’Ivoire

“…Numerous compounds belonging to various families have been isolated from solvent extracts obtained from several parts of plants of the genus Clesitopholis and their structures have been elucidated: alkaloids in C. patens (3)(4)(5)(6)(7)(8) and in C. staudtii (9); oligorhamnosides in C. patens (10) and in C. glauca (11,12); lipids in C. glauca (13); terpenes in C. patens (4,14) and in C. glauca (12,15); a phenyl propanoïd in C. glauca (15); a cinnamic acid ester in C. staudtii (16) and a furanic derivative in C. glauca (15).…”