Anti-HIV agent (±)-calanolide A has been synthesized by a four-step approach startingfrom phloroglucinol, including the Pechmann reaction, Friedel-Crafts acylation, cyclization,chromenylation and Luche reduction.
The Quantitative Structure-Activity Relationship （QSAR） of a series of novel calanolide analogues,which exhibit inhibitory activities of HIV-1,has been studied with a combined method of ab initio （HF）,molecular me...The Quantitative Structure-Activity Relationship （QSAR） of a series of novel calanolide analogues,which exhibit inhibitory activities of HIV-1,has been studied with a combined method of ab initio （HF）,molecular mechanics （MM＋） and statistics. The established QSAR model （Eq. 1） shows a reasonable regressive performance （R2 = 0.885）. Both the surface area of the substituted group attached on C10,SR3,and the distance between atoms O13 and X14 （O,N,S）,L,of the calanolide analogues play important roles in determining the inhibitory activity of HIV-1.展开更多
We have explored the chemistry of N-oxide heterocycles and imidazoles replacing ring D of the natural product（＋）-calanolide A, and have synthesized 12 new analogues, two of which were active against both R Mtb and ...We have explored the chemistry of N-oxide heterocycles and imidazoles replacing ring D of the natural product（＋）-calanolide A, and have synthesized 12 new analogues, two of which were active against both R Mtb and NR Mtb with MIC values of 12.5 mg/m L, which would lead to further optimization for more potent anti-TB candidates.展开更多
Synthesis of 11-demethyl and 6, 6, 11-demethyl calanolides A (6-9) have been carried out by a four-step reaction sequence using a simple approach in order to investigate the structural requirements necessary for antiv...Synthesis of 11-demethyl and 6, 6, 11-demethyl calanolides A (6-9) have been carried out by a four-step reaction sequence using a simple approach in order to investigate the structural requirements necessary for antiviral activity.展开更多
An unexpected reaction of 10-bromomethyl-12-oxocalanolide A（2） with primary amine was demonstrated and studied. Consequentially,a new method for the preparation of N-substituted pyrroles starting fromγ-halo-α,β-u...An unexpected reaction of 10-bromomethyl-12-oxocalanolide A（2） with primary amine was demonstrated and studied. Consequentially,a new method for the preparation of N-substituted pyrroles starting fromγ-halo-α,β-unsaturated ketone was presented.展开更多
文摘Anti-HIV agent (±)-calanolide A has been synthesized by a four-step approach startingfrom phloroglucinol, including the Pechmann reaction, Friedel-Crafts acylation, cyclization,chromenylation and Luche reduction.
基金supported by the Scientific Research Foundation of Department of Education of Yunnan Province ( No. 09Y0181)
文摘The Quantitative Structure-Activity Relationship （QSAR） of a series of novel calanolide analogues,which exhibit inhibitory activities of HIV-1,has been studied with a combined method of ab initio （HF）,molecular mechanics （MM＋） and statistics. The established QSAR model （Eq. 1） shows a reasonable regressive performance （R2 = 0.885）. Both the surface area of the substituted group attached on C10,SR3,and the distance between atoms O13 and X14 （O,N,S）,L,of the calanolide analogues play important roles in determining the inhibitory activity of HIV-1.
基金supported by Bill and Melinda Gates Foundation Grant (No. OPP1024029)supported financially by the National Natural Science Foundation of China (No. 91213303)
文摘We have explored the chemistry of N-oxide heterocycles and imidazoles replacing ring D of the natural product（＋）-calanolide A, and have synthesized 12 new analogues, two of which were active against both R Mtb and NR Mtb with MIC values of 12.5 mg/m L, which would lead to further optimization for more potent anti-TB candidates.
文摘Synthesis of 11-demethyl and 6, 6, 11-demethyl calanolides A (6-9) have been carried out by a four-step reaction sequence using a simple approach in order to investigate the structural requirements necessary for antiviral activity.
基金supported financially by the National Natural Science Foundation of China(No.90713045)the National 863 Program of China(No.2006AA020501)Basic scientific research foundation of IMM,CAMS(No. 2007ZD03)
文摘An unexpected reaction of 10-bromomethyl-12-oxocalanolide A（2） with primary amine was demonstrated and studied. Consequentially,a new method for the preparation of N-substituted pyrroles starting fromγ-halo-α,β-unsaturated ketone was presented.
