Design, Synthesis and Cytotoxicity of Novel Chalcone Analogs Derived from 1-Cyclohexylpyrrolidin-2-one and 2,3-Dihydrobenzo[f]chromen-1-one

被引：8

作者：

Brien, Kimberly A. ^{[1
,2
]}

Bandi, Ravi Kumar ^{[3
]}

Behera, Ajaya Kumar ^{[3
]}

Mishra, Bijay Kumar ^{[3
]}

Majumdar, Poulomi ^{[3
]}

Satam, Vijay ^{[1
,2
]}

Savagian, Mia ^{[1
,2
]}

Tzou, Samuel ^{[1
,2
]}

Lee, Megan ^{[1
,2
]}

Zeller, Matthias ^{[4
]}

Robles, Andrew J. ^{[5
]}

Mooberry, Susan ^{[5
,6
]}

Pati, Hari ^{[3
]}

Lee, Moses ^{[1
,2
]}

机构：

[1] Hope Coll, Div Nat Sci, Holland, MI 49423 USA

[2] Hope Coll, Dept Chem, Holland, MI 49423 USA

[3] Sambalpur Univ, Dept Chem, Sambalpur, Orissa, India

[4] Youngstown State Univ, Dept Chem, Youngstown, OH 44555 USA

[5] Univ Texas Hlth Sci Ctr San Antonio, Dept Pharmacol, San Antonio, TX 78229 USA

[6] Univ Texas Hlth Sci Ctr San Antonio, Dept Med, San Antonio, TX 78229 USA

来源：

ARCHIV DER PHARMAZIE | 2012年 / 345卷 / 05期

关键词：

Benzochromanone; Chalcones; Cytotoxicity; Tubulin; X-ray; SUBSTITUTED CHALCONES; ANTINEOPLASTIC AGENTS; DERIVATIVES; 2-ARYLIDENEBENZOCYCLOALKANONES; COMBRETASTATIN-A4; INHIBITORS; GROWTH; POTENT; CELLS; A-4;

D O I：

10.1002/ardp.201100265

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Two divergent series of novel chalcone analogs, one derived from 1-cyclohexylpyrrolidin-2-one and the other derived from 1-benzo[f]chromanone, were designed, synthesized and evaluated for cytotoxicity against two murine cancer cell lines. Two 1-benzo[f]chromanone analogs, 4g and 4j yielded moderate toxicity against both melanoma B16 and lymphoma L1210 cell lines with IC50 values between the range of 5 and 6?mu M. With an IC50 value of 3.4?mu M, compound 4g was also active against human MDA-MB-435 melanoma cells. X-ray structures of the beta-hydroxy ketone product (4a) and the a,beta-unsaturated ketone (4h) were collected, and confirm the syn-configuration between the carbonyl moiety and the beta-vinylic proton in 4h. X-ray structures of two 1-cyclohexylpyrrolidin-2-one derivatives were also obtained, and both showed an E-configuration for the double bond.

引用

页码：341 / 348

页数：8

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