Structure of 4,7-didehydroneophysalin B, acid-induced rearrangement product of physalin A

Abstract

Abstract. C28H2809,

Steroids and Flavonoids from Physalis alkekengi var. franchetii and Their Inhibitory Effects on Nitric Oxide Production

“…[9][10][11][12][13] The unusual steroids and variety of biological activities of this plant prompted us to extend our studies to the calyces of P. alkekengi var. franchetii, which resulted in the isolation of 15 physalins (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15) and eight flavonoids (16)(17)(18)(19)(20)(21)(22)(23). This paper describes the structural elucidation of four new physalins (1, 2, 6, 7) and the inhibitory effect of the isolated compounds on NO production in LPS-activated macrophages.…”

(5R,6S,8S,9R,14R,15R,17R,18S,21S,24R,26S,27R)-5α-Chloro-16,24-cyclo-13,14-secoergost-2-ene-18,26-dioic acid-14:17,14:27-diepoxy-6β,13,20,22-tetrahydroxy-1,15-dioxo-γ-lactone δ-lactone methanol solvate monohydrate

“…The Csp 3 -Csp 3 bond distances lie in the range 1.508 (3)-1.566 (2) Å . The C24-C25-C26 [117.03 (15) ], C9-C11-C12 [119.48 (14) ] and C11-C12- C13 [119.98 (14) ] angles deviate significantly from ideal tetrahedral values, as reported for this class of compounds (Kawai et al, 1970(Kawai et al, , 1994Taga et al, 1991). The bond angles involving the spiro atom C17 range from 102.02 (13) to 115.05 (13) .…”

“…The two epoxy seven-and eight-membered rings (O7/C14-C16/C24/C25/C27 and C8/C9/C11-C14/C17/O8) are in chair and boat-chair conformations, respectively. The Csp 3 -Csp 3 bond distances lie in the range 1.508 3 (Kawai et al, 1970(Kawai et al, , 1994Taga et al, 1991). The bond angles involving the spiro atom C17 range from 102.02 13 together by these interactions to form a three-dimensional molecular network (Fig.…”

Quantitative and Transformation Product Analysis of Major Active Physalins from Physalis Alkekengi Var. Franchetii (Chinese Lantern) Using Ultraperformance Liquid Chromatography with Electrospray Ionisation Tandem Mass Spectrometry and Time‐of‐flight Mass Spectrometry

“…Reference to Taga et al . () and Matsuura et al . () showed that physalin A could be transformed to 4,7‐didehydroneophysalin B (C 28 H 28 O 9 ), anhydrophysalin A (C 28 H 28 O 9 ) and dehydrophysalin B (C 28 H 28 O 9 ) under acid conditions, so we can conclude that 4,7‐didehydroneophysalin B could transform to anhydrophysalin A and dehydrophysalin B through a rearrangement reaction.…”