Symplocosionosides A-C, Three Megastigmane Glycosides, a Neolignan Glucoside, and Symplocosins A and B, Two Triterpene Glycosyl Esters from the Leaves of <i>Symplocos cochinchinensis</i> var. <i>Philippinensis</i>

Abstract

ABSTRACT

Phenylpropanoids and neolignans from Smilax trinervula

“…2). According to the above information, the NMR spectrum of compound 2 was identical with that of a known compound symplocosneolignan [16], but obvious differences were seen in the chemical shifts of H-7, H-8, H-9 and C-7, C-8, C-9. The coupling constants of the H-1 signal at δ H 5.01 (d, J = 5.8 Hz) and a negative CD effect at 235 nm were indicative for the erythro configuration with the 7R, 8R configuration at H-7 and H-8 [9,12,17,18].…”

Illiciumlignans G–O from the leaves of Illicium dunnianum and their anti-inflammatory activities

“…The other fifteen known compounds were identified as acernikol-4′′- O -β- d -glucopyranoside 25 (10), acernikol 26 (11), seslignanoccidentaliol A 27 (12), erythro -4,7,9,9′-tetrahydroxy-3,3′,5′-trimethoxy-8- O -4′-neolignan 28 (13), threo -4,7,9,9′-tetra-hydroxy-3,3′-dimethoxy-8- O -4′-neolignan 29 (14), erythro -4,7,9,9′-tetrahydroxy-3,5,3′,5′-tetramethoxy-8,4′-oxyneolignan 30 (15), (7 S *,8 R *)-dihydrodehydrodiconiferyl alcohol 31 (16), (7 R *,8 R *)-dihydrodehydrodiconiferyl alcohol 32 (17), samwirin A 33 (18), hierochin C 34 (19), prunustosanan AI 35 (20), (7′ R *,8 S *,8′ S *)-3,5′-dimethoxy-3′,4,8′,9′-tetrahydroxy-7′,9-epoxy-8,8′-lignan 36 (21), massoniresinol 37 (22), isolariciresinol 28 (23), and burselignan 28 (24).…”

Bioactive Glycosides from the Twigs of Litsea cubeba

“…The characteristic NMR data of compound 4 were comparable to those of symplocosneolignan (4,7,9,4′,9′-pentahydroxy-3,5,3′,5′-tetramethoxy-8,4′-oxyneolignan-4- O -β- d -glucopyranoside), which is a known neolignan glucoside that was first isolated from Symplocos cochinchinensis var. philippinensis . When the 1D and 2D NMR data were compared with the NMR data of symplocosneolignan, a major change in the side chain at C-1′ was revealed, where the 1-hydroxypropyl unit in symplocosneolignan was replaced by a 4-substituted 2-hydroxybutyl moiety in 4 .…”