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New Triterpenoidal Saponins Acylated with Monoterpenic Acid from Albizia adianthifolia
Authors:Mohamed Haddad  Tomofumi Miyamoto  Marie‐Aleth Lacaille‐Dubois
Abstract:Four new triterpenoidal saponins acylated with monoterpenic acid, i.e., adianthifoliosides C, D, E, and F ( 1 – 4 ), besides the two known julibroside III and the monodesmonoterpenyl elliptoside A, were isolated from the roots of Albizia adianthifolia. Their structures were elucidated on the basis of extensive 1D‐ and 2D‐NMR studies and mass spectrometry as 3‐O‐{Oα‐L ‐arabinopyranosyl‐(1→2)‐Oβ‐d‐ fucopyranosyl‐(1→6)‐O‐[β‐d‐ glucopyranosyl‐(1→2)]‐β‐d‐ glucopyranosyl}‐21‐O‐{(2E,6S)‐6‐{{4‐O‐[(2E,6S)‐2,6‐dimethyl‐6‐(β‐D ‐quinovopyranosyloxy)octa‐2,7‐dienoyl]‐β‐d‐ quinovopyranosyl}oxy}‐2‐(hydroxymethyl)‐6‐methylocta‐2,7‐dienoyl}acacic acid 28‐{Oα‐L ‐arabinofuranosyl‐(1→4)‐O‐[β‐d‐ glucopyranosyl‐(1→3)]‐Oα‐L ‐rhamnopyranosyl‐(1→2)‐β‐d‐ glucopyranosyl} ester ( 1 ), 21‐O‐{(2E,6S)‐6‐{{4‐O‐[(2E,6S)‐2,6‐dimethyl‐6‐(β‐d‐ quinovopyranosyloxy)octa‐2,7‐dienoyl]‐β‐d‐ quinovopyranosyl}oxy}‐2‐(hydroxymethyl)‐6‐methylocta‐2,7‐dienoyl}‐3‐O‐{Oβ‐D ‐xylopyranosyl‐(1→2)‐Oβ‐d‐ fucopyranosyl‐(1→6)‐2‐(acetylamino)‐2‐deoxy‐β‐d‐ glucopyranosyl}acacic acid 28‐{Oα‐L ‐arabinofuranosyl‐(1→4)‐O‐[β‐d‐ glucopyranosyl‐(1→3)]‐Oα‐L ‐rhamnopyranosyl‐(1→2)‐β‐d‐ glucopyranosyl} ester ( 2 ), 21‐O‐{(2E,6S)‐6‐{{3‐O‐[(2E,6S)‐2,6‐dimethyl‐6‐(β‐d‐ quinovopyranosyloxy)octa‐2,7‐dienoyl]‐β‐d‐ quinovopyranosyl}oxy}‐2,6‐dimethylocta‐2,7‐dienoyl}‐3‐O‐{Oβ‐D ‐xylopyranosyl‐(1→2)‐Oβ‐d‐ fucopyranosyl‐(1→6)‐2‐(acetylamino)‐2‐deoxy‐β‐d‐ glucopyranosyl}acacic acid 28‐{Oα‐L ‐arabinofuranosyl‐(1→4)‐O‐[β‐d‐ glucopyranosyl‐(1→3)]‐Oα‐L ‐rhamnopyranosyl‐(1→2)‐β‐d‐ glucopyranosyl} ester ( 3 ), and 3‐O‐{Oα‐L ‐arabinopyranosyl‐(1→2)‐Oβ‐d‐ fucopyranosyl‐(1→6)‐O‐[β‐d‐ glucopyranosyl‐(1→2)]‐β‐d‐ glucopyranosyl}‐21‐O‐{(2E,6S)‐2,6‐dimethyl‐6‐(β‐d‐ quinovopyranosyloxy)octa‐2,7‐dienoyl}acacic acid 28‐{Oα‐L ‐arabinofuranosyl‐(1→4)‐O‐[β‐d‐ glucopyranosyl‐(1→3)]‐Oα‐L ‐rhamnopyranosyl‐(1→2)‐β‐d‐ glucopyranosyl} ester ( 4 ).
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