Arabian journal of chemistry. 2016 Nov:9:S1597-S1602. doi: 10.1016/j.arabjc.2012.04.027

A synthesis of (±)-thia-calanolide A, its resolution and in vitro biological evaluation

(±)-硫杂环氯烷啶A的合成、拆分及体外生物活性评价翻译改进

Anil U Chopade¹, Manojkumar U Chopade², Bhanu M Chanda¹, Dilip D Sawaikar¹, Kiran B Sonawane¹, Mukund K Gurjar¹

作者单位 +展开

作者单位

¹ Division of Organic Chemistry, National Chemical Laboratory, Pune 411008, India.

² Department of Chemistry, University of Pune, Pune 411007, India.

DOI: 10.1016/j.arabjc.2012.04.027 PMID: 38620243

摘要 Ai翻译

A synthesis of (±)-thia-calanolide A 3 has been successfully accomplished starting from 3,5-dimethoxythiophenol 4, in six steps in an overall yield of 4.5%. The key reaction involved Friedel-Crafts tigloylation of 5,7-dihydroxy-4-n-propyl thiocoumarin 6 employing an appropriate solvent of CS₂-PhNO₂ in a ratio of 7:3. In its biological evaluation for anti-HIV activity, (±)-thia-calanolide A 3 demonstrated comparatively less activity with calanolide A and its synthetic analogue aza-calanolide. Further, (±)-3 has been resolved by chiral HPLC to (+) and (-)-3.

Keywords: Anti-HIV activity; Resolution via chiral HPLC; Thia-calanolide A; Thiocoumarin.

Keywords：synthesis of thia-calanolide A; resolution; in vitro biological evaluation

关键词：噻卡兰诺尔A合成; 手性分离; 体外生物活性评价

相关内容

全文链接

官方链接

PMC全文

引文链接

复制

已复制！

格式：

A synthesis of (±)-thia-calanolide A, its resolution and in vitro biological evaluation

(±)-硫杂环氯烷啶A的合成、拆分及体外生物活性评价翻译改进

In vitro biological evaluation of high molecular weight hyperbranched polyglycerols

高分子量多枝化聚甘油的体外生物评估

Synthesis and in vitro biological evaluation of dihydroartemisinyl-chalcone esters

二氢青蒿素衍生物茋烯酮酯的合成及体外活性评价研究

Serinol-Based Benzoic Acid Esters as New Scaffolds for the Development of Adenovirus Infection Inhibitors: Design, Synthesis, and In Vitro Biological Evaluation

基于丝胶的苯甲酸酯作为腺病毒 infection 抑制剂的新支架的开发：设计，合成和体外生物评价

Synthesis, characterization and in vitro biological evaluation of novel organotin(IV) compounds with derivatives of 2-(5-arylidene-2,4-dioxothiazolidin-3-yl)propanoic acid

具有2-(5-芳亚甲基-2,4-二氧噻唑烷-3-基)丙酸衍生物的新颖有机锡(IV)化合物的合成，表征和体外生物学评价

Preparation, characterization and in vitro biological evaluation of (1:2) phenoxodiol-β-cyclodextrin complex

苯氧酚-β环糊精包合物的制备、表征及体外生物学评价

Novel [(3-indolylmethylene)hydrazono]indolin-2-ones as apoptotic anti-proliferative agents: design, synthesis and in vitro biological evaluation

新型(3-吲哚亚甲基)腙亚胺ндолин-2-酮作为凋亡型抗增殖剂：设计、合成和体外生物活性评估

5-Hydrazinylethylidenepyrimidines effective against multidrug-resistant Acinetobacter baumannii: Synthesis and in vitro biological evaluation of antibacterial, radical scavenging and cytotoxic activities

5-肼基乙基亚甲基嘧啶类抗多重耐药鲍曼不动杆菌化合物的合成及体外生物活性评估

Physico-chemical and in vitro biological evaluation of strontium/calcium silicophosphate glass

物理化学及体外生物学评价的含锶/钙硅磷酸盐玻璃

A synthesis of (±)-thia-calanolide A, its resolution and in vitro biological evaluation

(±)-硫杂环氯烷啶A的合成、拆分及体外生物活性评价 翻译改进

In vitro biological evaluation of high molecular weight hyperbranched polyglycerols

高分子量多枝化聚甘油的体外生物评估

Synthesis and in vitro biological evaluation of dihydroartemisinyl-chalcone esters

二氢青蒿素衍生物茋烯酮酯的合成及体外活性评价研究

Serinol-Based Benzoic Acid Esters as New Scaffolds for the Development of Adenovirus Infection Inhibitors: Design, Synthesis, and In Vitro Biological Evaluation

基于丝胶的苯甲酸酯作为腺病毒 infection 抑制剂的新支架的开发：设计，合成和体外生物评价

Synthesis, characterization and in vitro biological evaluation of novel organotin(IV) compounds with derivatives of 2-(5-arylidene-2,4-dioxothiazolidin-3-yl)propanoic acid

具有2-(5-芳亚甲基-2,4-二氧噻唑烷-3-基)丙酸衍生物的新颖有机锡(IV)化合物的合成，表征和体外生物学评价

Preparation, characterization and in vitro biological evaluation of (1:2) phenoxodiol-β-cyclodextrin complex

苯氧酚-β环糊精包合物的制备、表征及体外生物学评价

Novel [(3-indolylmethylene)hydrazono]indolin-2-ones as apoptotic anti-proliferative agents: design, synthesis and in vitro biological evaluation

新型(3-吲哚亚甲基)腙亚胺ндолин-2-酮作为凋亡型抗增殖剂：设计、合成和体外生物活性评估

5-Hydrazinylethylidenepyrimidines effective against multidrug-resistant Acinetobacter baumannii: Synthesis and in vitro biological evaluation of antibacterial, radical scavenging and cytotoxic activities

5-肼基乙基亚甲基嘧啶类抗多重耐药鲍曼不动杆菌化合物的合成及体外生物活性评估

Physico-chemical and in vitro biological evaluation of strontium/calcium silicophosphate glass

物理化学及体外生物学评价的含锶/钙硅磷酸盐玻璃

(±)-硫杂环氯烷啶A的合成、拆分及体外生物活性评价翻译改进