摘要:

AbstractDiethylaluminum trimethylsilylacctylide reacted stereospecifically with the mesylate oftrans‐2‐(N‐pyrrolidinyl)cyclohexanol (2) to give trans‐N‐[2‐(trimethylsilylacetylcnyl)cyclohexyl]pyrrolidine (3). The trimethylsilyl group in 3 was displaced with a 3,4‐dichlorobenzoyl group to give ynone 4, which then underwent 1,4‐addition with lithium dimethylcuprate to give trans enone 6 and its cis isomer 5 in a ratio 5:1. Reduction of the enones with NaBHVCeCl3resulted in cis and trans allylic alcohols 9 and 10. Both 9 and 10 were successfully deoxygenated with Znl2‐NaCNBH3reducing system to givetrans‐(E)‐N‐{2‐[4‐(3,4‐dichlorophenyl)bul‐2‐en‐2‐yl]cyclohexyl}pyrrolidine (11) as the onty product. Olefin 11, a carbon‐carbon double bond isostere of the prototypek‐selective opioid analgesic U‐50488, showed a 103fold reduction in K‐aff

ISSN:0009-4536    

DOI:10.1002/jccs.199300011

出版商:WILEY‐VCH Verlag    

年代:1993

数据来源: WILEY

摘要:

Abstract3′‐Halogen acyclonucleoside analogs have been prepared. The starting material, benzyl glycidyl ether(5), prepared from eplchlorohydrin and sodium benzyloxidc, underwent ring opening by soft halogen ions to give l‐benzyloxy‐3‐fluoro‐2‐propanol(6), l‐bcnzyloxy‐3‐chloro‐2‐propanol(7), and l‐benzyloxy‐3‐ bromo‐2‐propanol(8)respectively. The treatment of 5 with lithium iodide in the presence of acetic acid provided 1‐benzyloxy‐3‐iodo‐2‐propanol(9). The treatment of8with sodium iodide in anhydrous acetone also produced l‐benzyloxy‐3‐iodo‐2‐propanol(9). Chloromethylation of these halohydrins6‐9using paraformaldehyde and hydrogen chloride gas produced the chloromcthyl ethers10‐13. These chloromethyl ethers without further purification were allowed to react with the silylated bases16‐17, previously prepared by silylating the bases14‐15with HMDS in the presence of ammonium sulfate to give 1‐ [(l‐benzyloxy‐3‐halogen‐2‐propoxy)methyl]uracils and thymines19‐25. The target compounds26‐33were obtained respectively after the debcnzylation of18‐25. Compounds26, 27, 30and31had no significant cell toxicity in the range of concentrations 0.001‐20 mM. Compounds26, 27, 28and29have no significant activity against HSV II (for less than 2 mM there is a cytopathic effect). Comp

ISSN:0009-4536    

DOI:10.1002/jccs.199300012

出版商:WILEY‐VCH Verlag    

年代:1993

数据来源: WILEY

摘要:

AbstractA convenient route to prepare of 1,2‐dipalmitoyl‐sn‐glycero‐3‐phospho‐1′‐myo‐inositol and its phosphorothioate analogue, 1,2‐dipalmitoyl‐sn‐glycero‐3‐phosphorothio‐

ISSN:0009-4536    

DOI:10.1002/jccs.199300013

出版商:WILEY‐VCH Verlag    

年代:1993

数据来源: WILEY

摘要:

AbstractThe isolation and identification of fifteen crystalline components from the whole herb ofClinopodium umbrosum(Bieb.) C. Koch (Labiatae) are described. Their structures were determined on the basis of spectral evidence and chemical transformation. These compounds include five steroids (α‐spinasterone, β‐sitosterol, stigmasterol, α‐spinasterol, and α‐spinasteryl‐3‐O‐β‐glucopyranoside), four triterpenoids (3β‐hydroxyurs‐11‐en‐28,13‐olide, betulinic acid, oleanolic acid, ursolic acid), four flavonoids (luteolin, luteolin‐7‐O‐β‐glucopyranoside, apigenin‐7‐O‐β‐glucuronide, and apigenin‐7‐O‐β‐methylglucuronate), and two lignolic acids

ISSN:0009-4536    

DOI:10.1002/jccs.199300014

出版商:WILEY‐VCH Verlag    

年代:1993

数据来源: WILEY

摘要:

AbstractA new acyl flavonoid glycoside, anaphaloside, together with isoquercitrin and astragalin have been isolated from the flowers ofAnaphalis contortaHOOKER. Their structures were elucidated on the basis of chemical and spectral evidence.

ISSN:0009-4536    

DOI:10.1002/jccs.199300015

出版商:WILEY‐VCH Verlag    

年代:1993

数据来源: WILEY