Walsogynes H–O from Walsura chrysogyne

Abstract

Eight new limonoids, walsogynes H-O (1-8) were isolated from the barks of Walsura chrysogyne, and their structures were determined on the basis of the 1D and 2D NMR data. Walsogynes H-M (1-6) and O (8) were concluded to be 11,12-seco limonoids with a dodecahydro-1H-naphtho[1,8-bc:3,4-c′]difuran skeleton, and walsogyne N (7) to be 11,12-seco limonoid sharing a unique dodecahydronaphtho [1,8-bc:5,4-b′c′]difuran skeleton. Walsogynes H-O (1-8) exhibited potent antimalarial activity against

Research progress of meliaceous limonoids from 2011 to 2021

“…Ring C-seco limonoids are found mainly in Melia and Azadirachta genera and are oen associated with signicant insecticidal activity (Table S1.6 †). However, in recent years, studies on the biological activity of ring C-seco limonoids (B143-B257) 81,89,95,108,116,117,119,[121][122][123][124]132,135,[137][138][139]141,143,[168][169][170][171][172][173][174][175][176][177][178][179][180][181][182] have mainly focused on the cytotoxicity, antiinammatory, antimalarial, etc., activities. More rarely, 1a,3a-dihydroxyl-7a-tigloyloxy-12aethoxylnimbolinin (B239) possess strong NGF-potentiating activities on PC12 cells at concentrations ranging from 0.1 to 50.0 mM.…”

“…Ring C- seco limonoids are found mainly in Melia and Azadirachta genera and are often associated with significant insecticidal activity (Table S1.6†). However, in recent years, studies on the biological activity of ring C- seco limonoids ( B143–B257 ) 81,89,95,108,116,117,119,121–124,132,135,137–139,141,143,168–182 have mainly focused on the cytotoxicity, antiinflammatory, antimalarial, etc. , activities.…”

“…Another class of C- seco limonoids ( B204–B217 ) derived from the cleavage of C-11/12 were isolated from Walsura chrysogyne , although it has been classified as a nimbolidin-class in previous reviews. 1,176,177 The furan ring in the structure of meliatoosenins P–R ( B185 , B186 , B195 ) was incorrectly drawn at C-16 when reported, although its data indicated that it should be at C-17. 132 Similarly, in the structure diagram and data of azadirachtin R ( B244 ), the furan ring was incorrectly substituted at C-16, which is inconsistent with its references.…”

Calofolic Acid-A from Calophyllum scriblitifolium Bark Has Vasorelaxant Activity via Indirect PKA Activation Caused by PI-3 Kinase Inhibition in Rat Vascular Smooth Muscle Cells

“…So far, we have reported many novel compounds from tropical plants by our exploratory research on bioactive substances. − Some of these compounds, most of which were indole alkaloids and isoquinoline alkaloid derivatives, have a vasorelaxant effect and may be useful as an antihypertensive. − In the course of such research activities, we isolated six chromanones, calofolic acids A–F, from Calophyllum scriblitifolium bark that have vasorelaxation activity …”

A Novel Trimeric Triterpene From Chisocheton ceramicusMiq.

“…The family Meliaceae has been known to produce various types of limonoids with medicinal properties. [1][2][3][4][5][6] In the course of our continuing search for bioactive natural products from tropical plants, [7][8][9][10][11][12] we have reported ceramicines from the bark of Malaysian Chisocheton ceramicus (Meliaceae). [13][14][15][16][17] Ceramicine B showed a strong lipid droplet accumulation inhibitory activity on a mouse pre-adipocyte cell line (MC3T3-G2/PA6), and antimelanin deposition activity against B16-F10 melanoma cells.…”