Literature DB >> 21459492

δ-Carbolines and their ring-opened analogs: synthesis and evaluation against fungal and bacterial opportunistic pathogens.

Tryphon K Mazu1, Jagan R Etukala, Melissa R Jacob, Shabana I Khan, Larry A Walker, Seth Y Ablordeppey.   

Abstract

Previous studies have indicated that the δ-carboline (2) ring system derived from the natural product cryptolepine (1) may represent a pharmacophore for anti-infective activity. This paper describes the design and synthesis of a small library of substituted δ-carbolines and the evaluation of the anti-fungal and anti-bacterial activities. An evaluation of the anti-bacterial activity of a previously reported library of ring-opened analogs was also conducted to provide an opportunity to test the hypothesis that both group of compounds may have the same biological target. Results indicate that against a selected group of fungal pathogens, substituted δ-carbolinium analogs displayed higher potency and several fold lower n class="Disease">cytotoxicity than cryptolepine the parent natural product. Both the δ-carbolinium compounds and their ring-opened analogs, exhibited equally high anti-bacterial activity against the selected pathogens and especially against the gram positive bacteria evaluated. Published by Elsevier Masson SAS.

Entities:  

Mesh:

Substances:

Year:  2011        PMID: 21459492      PMCID: PMC3130796          DOI: 10.1016/j.ejmech.2011.03.021

Source DB:  PubMed          Journal:  Eur J Med Chem        ISSN: 0223-5234            Impact factor:   6.514


  21 in total

Review 1.  The future challenges facing the development of new antimicrobial drugs.

Authors:  Anthony Coates; Yanmin Hu; Richard Bax; Clive Page
Journal:  Nat Rev Drug Discov       Date:  2002-11       Impact factor: 84.694

2.  Rapid, low-technology MIC determination with clinical Mycobacterium tuberculosis isolates by using the microplate Alamar Blue assay.

Authors:  S G Franzblau; R S Witzig; J C McLaughlin; P Torres; G Madico; A Hernandez; M T Degnan; M B Cook; V K Quenzer; R M Ferguson; R H Gilman
Journal:  J Clin Microbiol       Date:  1998-02       Impact factor: 5.948

3.  Substituted indoloquinolines as new antifungal agents.

Authors:  Seth Y Ablordeppey; Pingchen Fan; Shouming Li; Alice M Clark; Charles D Hufford
Journal:  Bioorg Med Chem       Date:  2002-05       Impact factor: 3.641

4.  Benzothieno[3,2-b]quinolinium and 3-(phenylthio)quinolinium compounds: Synthesis and evaluation against opportunistic fungal pathogens.

Authors:  Comfort A Boateng; Suresh V K Eyunni; Xue Y Zhu; Jagan R Etukala; Barbara A Bricker; M K Ashfaq; Melissa R Jacob; Shabana I Khan; Larry A Walker; Seth Y Ablordeppey
Journal:  Bioorg Med Chem       Date:  2010-11-10       Impact factor: 3.641

5.  Antimicrobial and antileishmanial activities of hypocrellins A and B.

Authors:  Guoyi Ma; Shabana I Khan; Melissa R Jacob; Babu L Tekwani; Zuqiang Li; David S Pasco; Larry A Walker; Ikhlas A Khan
Journal:  Antimicrob Agents Chemother       Date:  2004-11       Impact factor: 5.191

6.  Synthesis and evaluation of isosteres of N-methyl indolo[3,2-b]-quinoline (cryptolepine) as new antiinfective agents.

Authors:  Xue Y Zhu; Leroy G Mardenborough; Shouming Li; Abdul Khan; Wang Zhang; Pincheng Fan; Melissa Jacob; Shabana Khan; Larry Walker; Seth Y Ablordeppey
Journal:  Bioorg Med Chem       Date:  2006-11-01       Impact factor: 3.641

7.  Synthesis and in vitro cytotoxic activity of N-, F-, and S-ether derivatives of podophyllotoxin fatty acid adducts.

Authors:  Jamal Mustafa; Shabana I Khan; Guoyi Ma; Larry A Walker; Ikhlas A Khan
Journal:  Lipids       Date:  2005-04       Impact factor: 1.880

8.  Identification of bis-quindolines as new antiinfective agents.

Authors:  Leroy G Mardenborough; Xue Y Zhu; Pincheng Fan; Melissa R Jacob; Shabana I Khan; Larry A Walker; Seth Y Ablordeppey
Journal:  Bioorg Med Chem       Date:  2005-06-02       Impact factor: 3.641

Review 9.  Mycobacterium avium complex and other nontuberculous mycobacteria in patients with HIV infection.

Authors:  K B MacDonell; J Glassroth
Journal:  Semin Respir Infect       Date:  1989-06

Review 10.  The Mycobacterium avium complex.

Authors:  C B Inderlied; C A Kemper; L E Bermudez
Journal:  Clin Microbiol Rev       Date:  1993-07       Impact factor: 26.132

View more
  9 in total

1.  Rh(II)2-catalyzed synthesis of α-, β-, or δ-carbolines from aryl azides.

Authors:  Ashley L Pumphrey; Huijun Dong; Tom G Driver
Journal:  Angew Chem Int Ed Engl       Date:  2012-04-26       Impact factor: 15.336

2.  C-N Cross-Coupling via Photoexcitation of Nickel-Amine Complexes.

Authors:  Chern-Hooi Lim; Max Kudisch; Bin Liu; Garret M Miyake
Journal:  J Am Chem Soc       Date:  2018-06-11       Impact factor: 15.419

Review 3.  The Mechanistic Targets of Antifungal Agents: An Overview.

Authors:  Tryphon K Mazu; Barbara A Bricker; Hernan Flores-Rozas; Seth Y Ablordeppey
Journal:  Mini Rev Med Chem       Date:  2016       Impact factor: 3.862

4.  Structure-activity relationship (SAR) and preliminary mode of action studies of 3-substituted benzylthioquinolinium iodide as anti-opportunistic infection agents.

Authors:  Sidney Bolden; Xue Y Zhu; Jagan R Etukala; Comfort Boateng; Tryphon Mazu; Hernan Flores-Rozas; Melissa R Jacob; Shabana I Khan; Larry A Walker; Seth Y Ablordeppey
Journal:  Eur J Med Chem       Date:  2013-10-05       Impact factor: 6.514

5.  CoMFA studies and in vitro evaluation of some 3-substituted benzylthio quinolinium salts as anticryptococcal agents.

Authors:  Sidney Bolden; Comfort A Boateng; Xue Y Zhu; Jagan R Etukala; Suresh K Eyunni; Melissa R Jacob; Shabana I Khan; Seth Y Ablordeppey
Journal:  Bioorg Med Chem       Date:  2013-09-03       Impact factor: 3.641

6.  Cryptolepine, the Main Alkaloid of the Antimalarial Cryptolepis sanguinolenta (Lindl.) Schlechter, Induces Malformations in Zebrafish Embryos.

Authors:  Kwesi Boadu Mensah; Charles Benneh; Arnold Donkor Forkuo; Charles Ansah
Journal:  Biochem Res Int       Date:  2019-07-08

7.  Chronic administration of cryptolepine nanoparticle formulation alleviates seizures in a neurocysticercosis model.

Authors:  Priscilla Kolibea Mante; Nana Ofori Adomako; Paulina Antwi; Nana Kofi Kusi-Boadum
Journal:  Curr Res Pharmacol Drug Discov       Date:  2021-06-07

8.  Heterocyclic iodoniums as versatile synthons to approach diversified polycyclic heteroarenes.

Authors:  Daqian Zhu; Zhouming Wu; Liyun Liang; Yameng Sun; Bingling Luo; Peng Huang; Shijun Wen
Journal:  RSC Adv       Date:  2019-10-16       Impact factor: 4.036

9.  Synthesis of novel indolo[3,2-c]isoquinoline derivatives bearing pyrimidine, piperazine rings and their biological evaluation and docking studies against COVID-19 virus main protease.

Authors:  Vaijinath A Verma; Anand R Saundane; Rajkumar S Meti; Dushyanth R Vennapu
Journal:  J Mol Struct       Date:  2020-12-27       Impact factor: 3.196

  9 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.