【摘 要】
：
1,5-Benzodiazepines is a class of outstanding organic molecules with a wide array of biological activities and therapeutic functions.Recently,1,5-benzodiazepines and their derivatives have been also r
【机 构】
：
The College of Chemistry and Material Science, Hebei Normal University, Shijiazhuang 050024
【出 处】
：
中国化学会第十三届全国有机合成化学学术研讨会
论文部分内容阅读
1,5-Benzodiazepines is a class of outstanding organic molecules with a wide array of biological activities and therapeutic functions.Recently,1,5-benzodiazepines and their derivatives have been also reported to exhibit excellent antibacterial and antifungal properties.[1]In addition,previous studies on 1,5-benzodiazepines have indicated that one free ester group present at different positions in the nuclei of the molecules can enhance the pharmacological properties of the compounds,and this effect is attributed to their high hydrophobicity.[2]Our group has been committed to the research of 1,5-benzodiazepine derivatives containing ester group and we have found that the C3-position ester on the seven-membered ring of 1,5-benzodiazepine derivatives have a higher antibacterial activity.[3]Consequently,in view of our continuous interest in the synthesis of ester 1,5-benzodiazepine derivatives,we wished to examine the possibility of synthesis of 1,5-benzodiazepines incorporating two free ester groups on the seven-membered ring structure to improve their biological activity.Thus,we design and synthesize 30 novel 2,3-diester-1,5-benzodiazepines under catalyst-free condition by efficient,cost-effective and environmentally method.The target compounds were obtained in excellent yields and characterized by 1H NMR,13C NMR,MS,IR and elemental analysis.All synthesized compounds were evaluated for their in vitro antimicrobial activity against C.neoformans,C.neoformans clinical isolates,C.albicans,E.coli and S.aureus.The bioactive assay results revealed that most of the 1,5-benzodiazepine derivatives exhibited considerable potency against all of the tested strains.Especially,all compounds exhibited great antimicrobiai activity against S.aureus.Moreover,compounds 2f,showed excellent activity against C.neoformans (a zone of inhibition of 29.27 mm).The structure-activity relationship (SAR) results indicated that the substituent (R =CH3,H) at the C8 position are more active against all tested bacteria and fungi than compounds having electronwithdrawing substituents (C1 and Br).
其他文献
As a privileged scaffold,dibenzoazepine,a special type of heterocycles with two benzene rings fused to different positions of an azepine group,is used to derive pharmaceutical agents with various phar
Nucleoside drugs play an significance role in the treatment of viral diseases[1-3].Deazapurine nucleosides are animportant class of nucleoside analogues,which have similar structure to natural purine
The reaction of primary aromatic amines to electron-deficient alkynes quickly generated β-enamino esters,which have emerged as a one of powerful and efficient tools for the synthesis of structurally d
曲西立滨(TCN)作为一种三环核苷化合物,Scram和Townsend于1971年完成了其首次合成[1]。水溶性前体药物5,-单磷酸曲西立滨(TCN-P)在对它们进行初步测试时,发现它们作为抗肿瘤剂具有良好的潜力,曲西立滨会抑制人前列腺癌PC-3细胞系中的Akt 308位的酸和473位丝氨酸的磷酸化以及Akt的活性。曲西立滨的合成最初是以丰加霉素为原料来进行合成,虽然现在已经有相关合成丰加霉素的方
The spirooxindole core is a privileged heterocyclic ring system that is featured in a large number of bioactive naturally occurring alkaloids and medicinally relevant compounds.The past few years have
2-Arylidene-1,3-indane-diones are highly reactive α,β-unsaturated carbonyl compounds and have been extensively used as 1,3-dipolarophiles,dienophiles and active alkenes in many cycloaddition,Michael a
By virtue of their inherent convergence and high productivity,together with their exploratory and complexity-generating power,MCRs have naturally become a rapidly evolving field of research and have a
Quinazoline derivatives are well studied in medicinal chemistry due to their pharmacological activities such as antioxidant,anti-inflammatory,antimalarial,antibacterial,antihypertensive,and anticancer
The three-component reaction of triphenylphosphine,dialkyl acetylenedicarboxylate and arylideneindan-1,3-dione in dry DME at zero to room temperature resulted in functionalized 4-(triphenyl-λ5-phospha
色满酮(Chromone)又称4-色满酮、苯并二氢吡喃-4-酮，是一种存在于生物体内的苯并杂环类次生代谢产物。色满类化合物在自然界分布广泛，许多生物的次生代谢产物中都含有其基本结构，说明这种结构对于有机体的生命活动具有至关重要的作用。目前为止，诸多植物、海洋生物中发现了色满酮及其苷类化合物，由于α，β-不饱和环酮或内酯极易与生物体内的含巯基的一些肽类(如谷光甘肽)和调节酶发生Michael加成以保