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1. (Article ID: 11144)
 
Kiuchi F, Gafur A, Obata T, Tachibana A, Tsuda Y
Acacia concinna saponins. II. Structures of monoterpenoid glycosides in the alkaline hydrolysate of the saponin fraction
Chemical and Pharmaceutical Bulletin 45(5) (1997) 807-812
 

From the AcOEt-soluble fraction of the alkaline hydrolyzate of the highly polar saponin fraction of pods of Acacia concinna, two monoterpenes, (2E)-2,6-dimethyl-6-hydroxy-2,7-octadienoic acid (menthiafolic acid, 1) and (2E)-6-hydroxy-2-hydroxymethyl-6-methyl-2,7-octadienoic acid (4), and their glycosides, (6R)- and (6S)-menthiafolic acid-6-O-β-D-quinovoside (2a and 2b) and (6R)- and (6S)-menthiafolic acid-6-O-β-D-xyloside (3a and 3b), were isolated. A more polar fraction gave, after methylation with diazomethane, (6R)- and (6S)-(2E)-6-hydroxy-2-hydroxymethyl-6-methyl-2,7-octadienoic acid-6-O-β-D-quinovoside as their methyl esters (5a and 5b). Compounds 2a, 3a, 4, 5a, and 5b are new. The structures of the above compounds were determined mainly by the application of spectroscopic methods.

13C-NMR, monoterpene glycoside, Acacia concinna, menthiafolic acid, b-D-quinovoside, b-D-xyloside

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2. (Article ID: 12757)
 
Tezuka Y, Honda K, Banskota AH, Thet MM, Kadota S
Kinmoonosides A-C, three new cytotoxic saponins from the fruits of Acacia concinna, a medicinal plant collected in Myanmar
Journal of Natural Products 63(12) (2000) 1658-1664
 

Three genuine saponins, named kinmoonosides A−C (1−3), have been isolated, together with a new monoterpenoid (4), from a methanolic extract of the fruits of Acacia concinna. The structures of kinmoonosides A−C were elucidated on the basis of spectral analysis as 3-O-{α-l-arabinopyranosyl(1→6)-[β-d-glucopyranosyl(1→2)]-β-d-glucopyranosyl}-21-O-{(6R,2E)-2-hydroxymethyl-6-methyl-6-O-[4-O-(2‘E)-6‘-hydroxyl-2‘-hydroxymethyl-6‘-methyl-2‘,7‘-octadienoyl-β-d-quinovopyranosyl]-2,7-octadienoyl}acacic acid 28-O-α-l-arabinofuranosyl(1→4)-[β-d-glucopyranosyl(1→3)]-α-l-rhamnopyranosyl(1→2)-β-d-glucopyranosyl ester (1); 3-O-{α-l-arabinopyranosyl(1→6)-[β-d-glucopyranosyl(1→2)]-β-d-glucopyranosyl}-21-O-{(6S,2E)-2-hydroxymethyl-6-methyl-6-O-[4-O-(2‘E)-6‘-hydroxyl-2‘-hydroxymethyl-6‘-methyl-2‘,7‘-octadienoyl-β-d-quinobopyranosyl]-2,7-octadienoyl}acacic acid 28-O-α-l-arabinofuranosyl(1→4)-[β-d-glucopyranosyl(1→3)]-α-l-rhamnopyranosyl(1→2)-β-d-glucopyranosyl ester (2); and 3-O-{α-l-arabinopyranosyl(1→6)-[β-d-glucopyranosyl(1→2)]-β-d-glucopyranosyl}-21-O-[(2E)-6-hydroxyl-2-hydroxymethyl-6-methyl-2,7-octadienoyl]acacic acid 28-O-α-l-arabinofuranosyl(1→4)-[β-d-glucopyranosyl(1→3)]-α-l-rhamnopyranosyl(1→2)-β-d-glucopyranosyl ester (3), respectively. The new monoterpenoid 4 was determined as 4-O-[(2E)-6-hydroxyl-2-hydroxymethyl-6-methyl-2,7-octadienoyl]-d-quinovopyranose. Compounds 1−3 showed significant cytotoxicity against human HT-1080 fibrosarcoma cells.

cytotoxicity, Acacia concinna, kinmoonosides A-C, HT-1080 fibrosarcoma

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