Bisindolylmethane thiosemicarbazides as potential inhibitors of urease: Synthesis and molecular modeling studies

被引：68

作者：

Taha, Muhammad ^{[1
]}

Ullah, Hayat ^{[2
]}

Al Muqarrabun, Laode Muhammad Ramadhan ^{[3
,4
]}

Khan, Muhammad Naseem ^{[5
]}

Rahim, Fazal ^{[2
]}

Ahmat, Norizan ^{[3
,4
]}

Javid, Muhammad Tariq ^{[2
]}

Ali, Muhammad ^{[5
]}

Khan, Khalid Mohammed ^{[6
]}

机构：

[1] Imam Abdulrahman Bin Faisal Univ, Dept Clin Pharm, IRMC, POB 31441, Dammam, Saudi Arabia

[2] Hazara Univ, Dept Chem, Mansehra 21300, Pakistan

[3] Univ Teknol MARA UiTM, Atta Ur Rahman Inst Nat Prod Discovery, Puncak Alam Campus, Bandar Puncak Alam 42300, Selangor, Malaysia

[4] Univ Teknol MARA UiTM, Fac Sci Appl, Shah Alam 40450, Selangor, Malaysia

[5] COMSATS Inst Informat Technol, Dept Chem, Univ Rd, Abbottabad 22060, Kpk, Pakistan

[6] Univ Karachi, HEJ Res Inst Chem, Int Ctr Chem & Biol Sci, Karachi 75270, Pakistan

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2018年 / 26卷 / 01期

关键词：

Synthesis; Bisindole; Urease inhibition; Molecular docking; SAR; ALPHA-GLUCOSIDASE SYNTHESIS; IN-VITRO EVALUATION; BIOLOGICAL EVALUATION; MICROBIAL UREASES; VIBRINDOLE-A; SCHIFF-BASES; DOCKING; DERIVATIVES; ANALOGS; BIS(INDOLYL)METHANES;

D O I：

10.1016/j.bmc.2017.11.028

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Bisindolylmethane thiosemicarbazides 1-18 were synthesized, characterized by H-1 NMR and ESI MS and evaluated for urease inhibitory potential. All analogs showed outstanding urease inhibitory potentials with IC50 values ranging between 0.14 +/- 0.01 to 18.50 +/- 0.90 mu M when compared with the standard inhibitor thiourea having IC50 value 21.25 +/- 0.90 mu M. Among the series, analog 9 (0.14 +/- 0.01 mu M) with dichloro substitution on phenyl ring was identified as the most potent inhibitor of urease. The structure activity relationship has been also established on the basis of binding interactions of the active analogs. These binding interactions were identified by molecular docking studies. (C) 2017 Elsevier Ltd. All rights reserved.

引用

页码：152 / 160

页数：9

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