Two new 24-hydroxylated asterosaponins from Culcita novaeguineae

Two new 24-hydroxylated asterosaponins,sodium(20R,24S)-6α-O-(4-O-sodiumsulfato-β-D-quinovopyranosyl)-5α-cholest-9(11)-en-3β,24-diol 3-sulfate(1) and sodium(20R,24S)-6α-O-[3-O-methyl-β-D-quinovopyranosyl-(1→2)-β-D-xylopyranosyl-(1→3)-β-D-glucopyranosyl]-5α-cholest-9(11)-en-3β,24-diol 3-sulfate(2),were isolated from the starfish Culcita novaeguineae.Their structures were elucidated by extensive spectral analysis and chemical evidences.     

Synthesis and Structure Elucidation of Celangulin Derivatives

Celangulins are sesquiterpene polyol esters based on a core structure known as β-dihydroagarofuran from Celastrus angulatus Max. Some of them are environment acceptable-pesticides. In order to find new active compounds and study their SAR, sesquiterpene polyol esters libraries were synthesized based on the basic hydrolysis of the extract of the root bark of Celastrus angulatus which could offer the β-dihydroagarofuran polyol by combinatorial chemical method and the compounds with insecticidal activity were isolated by bioassay-guided fractionation. Two new compounds with insecticidal activity against Mythimna separata, were isolated and elucidated as 2β,6α,8β, 13-tetraisobutanoyloxy-1β,4,9α-trihydroxy-β-dihydroagarofuran (A) and 1β,2β,6α,8β, 13-pentaisobutanoyloxy-4α,9α-dihydroxy-β-dihydroagarofuran (B) mainly by 1H NMR, 13C NMRH-HCOSY, HMQC, HMBC and HRMS spectral data. A: [α]20D -7.3 (c 0.12, CHCl3), B: [α]20D -34.6 (c 0.8,CHCl3).     

Two New Steroidal Glycosides from Fermented Leaves of Agave americana

Two new spirostanol glycosides named agamenoside A and B, ere isolated from the fermented leaves of Agave americana. Their structures were elucidated as (23S,25R)-5α-spirostan-3β,6α，23－triol 3-O-α-L-rhamnopyranosyl-(1→3)-β-D-glucopyranosyl-(1→2)-[β-D-xylopyranosyl-(1→3)]-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside(1) and (25R)-5α-spiro-stan-3β,6α-diol 3-O-β-D-glucopyranosyl-(1→2)-[β-D-xylopyranosyl-(1→3)]-β-D-glucopyra-nosyl-(1→4)-β-D-galactopyranoside(2) by a combination of chemical and spectral methods.     

Triterpenoid Constituents of Huperzia miyoshiana

Thirteen triterpenoids, including three new ones, miyoshianois A (1), B (2) and C (3), were isolated from Huperzia miyoshiana. The structures of these new compounds were established as 3-O-dihydroferuloyltohogenol (1), 16-oxo-3β,21β-dihydrox-y-serrat-14-en-24-ferulate (2) and 16-oxo-3a, 21β-dihydroxy-serrat-14-en-24-ferulate (3), respectively, on the basis of their spectroscopic analysis.     

线叶旋复花化学成份的研究

Xian-Ye-Xuan-Fu-Hua, the flowers of Inula linariaefolia Turcz (Compositae), is a commonly known Chinese medicinal herb and used as expectorant as well as for the treatment of some malignant tumors. The chemical investigation of its active principles by our early work in 1964 resulted in the isolation of a new sesquiterpene lactone (m.p. 190-192`C, (α)D-24 in CHCl3), which possesses significant inhibitory action against Hela cells and fungi in vitro. Besides, it also shows some expectorant activity in preliminary pharmacological tests. Analyses of the spectral data (IR, UV, ^1H NMR, 13C NMR, MS) and our early results of chemical reactions suggested that the compound is the same as britanin 1 (m.p. 192-194`C, (α)D-26 in CHCl3) studied Chugunov in 1971. However its stereochemistry remained unsolved. On careful examination of the 360 MHZ 1H NMR data (in CDCl3 and in C6D6) and the Cotton effects of ORD spectra of its saturated lactone and cyclopentanone derivatives, we considered that britanin must be ambros-11(13)-en-2β, 4β, 6α, 8α-tetraol-12-oic-(12,8)- lactone, 2, 6-diacetate (7). Since the large values for J6,7, J7,8, J8,9, J9,10 and J1,10 indicate the existence of successive a-a trans coupling in all vicinal protons form C6 to C1, the cofnformation of the cycloheptane ring must be in chair from. The other constitutent isolated from the same plant has been identified as taraxasteryl palmitate.     

A new triterpene glycoside from sea cucumber Holothuria leucospilota

A new triterpene glycoside, leucospilotaside A, along with a known saponin, isolated from sea cucumber Holothuria leucospilota, and its structure was elucidated as 3β-O-[4-O-sodiumsulfate-β-D-quinovopyranosyl-(1→2)-β-D-xylopyranosyl]-holosta-22-ketone-9-en-17α,25α-diol (1) by extensive spectroscopic analysis and chemical methods. Leucospilotaside A (1) has a ketone carbonyl group (22) in the aglycon side chain.     

A NEW TRITERPENE GLYCOSIDE FROM THE ROOT OF ASTER TATARICUS L. F

A new oleanane-rype triterpene glycoside, Aster saponin G, was isolated from the root of Aster tataricus L.F. (Compositae). and its structure was elucidated on the basis of spectral and chemical methods. Aster saponin G is 3-0[α-L-arabinopyranosyl-(1→6)-β-D-glucopyranosyl]-2β,3β, 16α-trihydroxyolean-12-en-28-oic acid(asterogenic acid) 28-0-[β-D-xylopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranosyl] ester     

Chemical Constituents of Ailanthus triphysa

Two new compounds,8(14),15-isopimaradiene-2α，３α，19-triol(1),and 6α，７β－dihydroxy-17(20)-cis-5α－pregna-16-one(2),together with four known copounds,a oxygenated rare phyllocladane,phyllocladan-16α，19-diol(3),kaempferol-3-0-β－Ｄ-galactopyranosied,kaempferol-3-0-α－Ｌ－rhamnopyranoside and scopoletin, were isolated from the leaves of Ailanthus tripysa.Structures of 1-3 were elucidated on the basis of spectroscopic data as compared with related compounds.     

Two New Furostanol Glycosides from Asparagus cochinchinensis

Two new furostanol oligoglycosides named as aspacochioside A(1)and B(2) were isolated from the roots of Asparagus cochinchinensis (Lour.)Merr..Their structures were clucidated to be 3-O-[{α-L-rhamnopyranosyl-(1→4）}{β-D-glucopyranosyl}]-26-O-[β-D-glucopy-ranosyl]-(25S)-5β-furostane-3β，22α，26-triol 1 and 3-O-[{α-L-rhamnopyranosyl-(1→4）}{β-D-glu-copyeransoyl}]-26-O-[β-D-glucopyranosyl]-22α-methoxy-(25S)-5β-furostane-3β，26-diol 2 on the basis of spectroscopic techniques and chemical methods.     

A New Stigmasterol and a New Eremophilenolide from Ligularia dolichobotrys

A new stigmasterol 3β, 7α, 22-trihydoxystigmast-5-ene (1) and a new eremophilenolide 8α-methoxy-6β-angeloyloxyeremophil-7(1 l)-en-8β, 12-olide-14-oic acid (2) were isolated from Ligularia dolichobotrys Diels. Their structures were deduced on the basis of spectral data.     

NEW EREMOPHILANOLIDES FROM LIGULARIA VEITCHIANA

The structures of three new eremophilanolides isolated from the roots of LigulariaVeitchiana were shown,by the spectral and chemical evidences,to be 1β,10β-epoxy-6β-hydrox-y-8β-methoxy-eremophil-7(11)-en-12,8α-olide(3),1β,10β-epoxy-6β-(2' hydroxymethylacryloyloxy)-8β-methoxy-eremophil-7(11)-en-12,8α-olide(4)and 1β,10β-epoxy-6β-(2'-methoxymethylacryloyloxy)-8β-hydroxy-eremophil-7(11)-en-12,8α-olide(5).     

Steroidal alkaloids from the bulbs of Fritillaria monatha

Two new Steroidal alkaloids, named pengbeisine A and pengbeisine B, were isolated from the fresh bulbs of Fritillaria monatha Migo. along with a known alkaloid. The structures were characterized as 22,26-imino-17, 23-oxido-5α-jerv-6-oxo-2α,3β-diol and 22, 26-imino-17, 23-oxido-5α-jerv-6-oxo-2β,3α-diol on the basis of spectroscopic methods.     

A new triterpene and a saponin from Centella asiatica

A new triterpene and a saponin,named 2α,3β,23-trihydroxyurs-20-en-28-oic acid(1)and 2α,3β,23-trihydroxyurs-20-en-28-oic acid O-α-L-rhamnopyranosyl-(1→4)-O-β-D-glucopyranosyl-(1→6)-O-β-D-glucopyranosyl ester(2),have been isolated from the aerial part of Centella asiatica.Their structures were elucidated by spectral methods,including 2D-NMR spectra.     

Microbial transformation of diosgenin by Syncephalastrum racemosum (Cohn) Schroeter

<正>Microbial transformation of diosgenin(1) by Syncephalastrum racemosum yielded five new polar metabolites,which wereidentified as(25R)-spirost-5-en-3β,7α,9α-triol-12-one(2),(25R)-spirost-5-en-3β,9α,12α-triol-7-one(3),(25R)-spirost-5-en-3β,9α-diol-7,12-dione(4),(25R)-spirost-4-en-9α,12β,14α-triol-3-one(5),and(25S)-spirost-4-en-9α,14α,25β-triol-3-one(6).Compounds 1-6 exhibited moderate cytotoxicity against K562 cells and among them compounds 2,3,and 6 were more potentthan the parent compound 1.     

A convenient synthesis of 2β,3α-dihydroxyurs-12-en-28-oic acid as a natural diastereoisomer of corosolic acid

2β,3α-Dihydroxyurs-12-en-28-oic acid（6） is a naturally occurring diastereoisomer of corosolic acid with glycogen phosphorylase inhibitory activity.A new strategy for the semi-synthesis of 6 was developed.Using the commercially available ursolic acid（1） as the starting materials,6 was synthesized through five facile reactions with a high stereoselectivity and an overall yield of 47.3%.The structure of 6 was confirmed by optical rotation.ESI-MS,¹H NMR and ¹³C NMR data.     

Cooperative C–H…O H-bonds in ‘Bay Area’and Crystal Structure of 1-(4-Methylphenyl)-3-(4-methoxyphenyl)-2-propene-1-one

1 INTRODUCTION Chalcones possessing -C=C–C=O group are res-ponsible for the photoreaction[1], biological activity[2]and non-linear optical properties[3]. During our sys-tematic searches for organic functional materials forwhich the mode of molecular self-assembling (crys-tal packing) is important, the title compound wassynthesized. Presented herein are the studies on crystalpacking of the title complex and a brief study on theC–H…O H-bonds in “bay area” (Fig. 3) of this crys-tal a…     

Synthesis of 24-Methylene-cholest-5-ene-7-oxo-3β,19-diacetate

24-Methylenecholest-5-ene-7-oxo-3β,19-diacetate 5 was synthesized starting from stigmasterol via twelve step reactions in 4.1% overall yield. It can be served as a key intermediate for the synthesis of 24-methylenecholest-5-ene-3β,7β,19-mol 1, a naturally occuring polyhydroxylated sterol with potential biological activity.     

A NEW STEROIDAL SAPONIN FROM SMILAX LEBRUNH

A New steroidal saponin was isolated from the rhizomes of Smilax lebrunii. On the basis of spectral and chemical methods, its structure was elucidated as:(25S)spirost-5-en-3β, 17α, 27-triol-3-0-[β-D-glucopyranosyl(1-4)][α-L-arabinopyranosyl(1-6)]-β-D-glucopyranoside.     

Isolation and Characterization of Two New Compounds from Lysimachia Davurica

Two new saponins named davuricoside H and davuricoside K were isolated from the whole plant of Lysimachia davurica. The structures of davuricoside H and davuricoside K were determined by 1-D and 2-D NMR, MS techniques, and chemical methods to be 3β,16α,28-trihydroxy-olean-12-en-30-oic acid-3-O-β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranoside and 3β,16α,28-trihydroxy-olean-12-en-30-oic acid-3-O-{β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranosyl}-30-O-β-D-glucopyranosyl-ester.     

中药白头翁的皂素III.配基结构的研究

The structure of anemosapogenin 1 has been proved to be 3β, 23-dihydroxylup-20 (29)-en-28-oic acid on the basis of spectroscopic (IR, ^1H NMR, C-13 NMR, MS) evidences and chemical transformations, namely, the formation of acetonide 3 from 6, the acid catalysed rearrangement of 1 and 2 into 18 (α)-oleanan-28, 19β-olide derivatives 4 and 5 respectively and finally, the conversion of 7 through LiAiH4 reduction into the known compound, lup-20(29)-ene- 3β, 23, 28-triol. The third sugar component of the saponin is shown to be arabinose.