Literature DB >> 21743827

Natural Product Based 6-Hydroxy-2,3,4,6-tetrahydropyrrolo[1,2-a]pyrimidinium Scaffold as A New Antifungal Template.

Xing-Cong Li1, K Suresh Babu, Melissa R Jacob, Shabana I Khan, Ameeta K Agarwal, Alice M Clark.   

Abstract

Synthetic analogues of the marine-derived class of natural products phloeodictines have been prepared and exhibited potent in vitro fungicidal activities against a broad array of fungal pathogens including drug resistant strains. The 6-hydroxy-2,3,4,6-tetrahydropyrrolo[1,2-a]pyrimidinium structural moiety with a C12 to C16 aliphatic side chain at C-6 has been shown to be the antifungal pharmacophore and may serve as a new antifungal template for further lead optimization.

Entities:  

Year:  2011        PMID： 21743827      PMCID： PMC3129868          DOI： 10.1021/ml200020h

Source DB:  PubMed          Journal:  ACS Med Chem Lett        ISSN： 1948-5875            Impact factor:   4.345


  22 in total

1.  Synthesis of (+/-)-phloeodictine A1.

Authors:  Bobbianna J Neubert; Barry B Snider
Journal:  Org Lett       Date:  2003-03-06       Impact factor: 6.005

2.  Chemogenomic profiling: identifying the functional interactions of small molecules in yeast.

Authors:  Guri Giaever; Patrick Flaherty; Jochen Kumm; Michael Proctor; Corey Nislow; Daniel F Jaramillo; Angela M Chu; Michael I Jordan; Adam P Arkin; Ronald W Davis
Journal:  Proc Natl Acad Sci U S A       Date:  2004-01-12       Impact factor: 11.205

3.  Antifungal activity of C-27 steroidal saponins.

Authors:  Chong-Ren Yang; Ying Zhang; Melissa R Jacob; Shabana I Khan; Ying-Jun Zhang; Xing-Cong Li
Journal:  Antimicrob Agents Chemother       Date:  2006-05       Impact factor: 5.191

4.  A rare genotype of Cryptococcus gattii caused the cryptococcosis outbreak on Vancouver Island (British Columbia, Canada).

Authors:  S E Kidd; F Hagen; R L Tscharke; M Huynh; K H Bartlett; M Fyfe; L Macdougall; T Boekhout; K J Kwon-Chung; W Meyer
Journal:  Proc Natl Acad Sci U S A       Date:  2004-11-30       Impact factor: 11.205

5.  Natural substances (acetogenins) from the family Annonaceae are powerful inhibitors of mitochondrial NADH dehydrogenase (Complex I).

Authors:  M Degli Esposti; A Ghelli; M Ratta; D Cortes; E Estornell
Journal:  Biochem J       Date:  1994-07-01       Impact factor: 3.857

6.  Emergence and pathogenicity of highly virulent Cryptococcus gattii genotypes in the northwest United States.

Authors:  Edmond J Byrnes; Wenjun Li; Yonathan Lewit; Hansong Ma; Kerstin Voelz; Ping Ren; Dee A Carter; Vishnu Chaturvedi; Robert J Bildfell; Robin C May; Joseph Heitman
Journal:  PLoS Pathog       Date:  2010-04-22       Impact factor: 6.823

7.  Gymnangiamide, a cytotoxic pentapeptide from the marine hydroid Gymnangium regae.

Authors:  Dennis J Milanowski; Kirk R Gustafson; Mohammad A Rashid; Lewis K Pannell; James B McMahon; Michael R Boyd
Journal:  J Org Chem       Date:  2004-04-30       Impact factor: 4.354

8.  Treatment of cryptococcal meningitis with combination amphotericin B and flucytosine for four as compared with six weeks.

Authors:  W E Dismukes; G Cloud; H A Gallis; T M Kerkering; G Medoff; P C Craven; L G Kaplowitz; J F Fisher; C R Gregg; C A Bowles; S Shadomy; A M Stamm; R B Diasio; L Kaufman; S Soong; W C Blackwelder
Journal:  N Engl J Med       Date:  1987-08-06       Impact factor: 91.245

9.  Effect of 2-alkynoic acids on in vitro growth of bacterial and mammalian cells.

Authors:  W Konthikamee; J R Gilbertson; H Langkamp; H Gershon
Journal:  Antimicrob Agents Chemother       Date:  1982-11       Impact factor: 5.191

10.  New 1,2,3,4-tetrahydropyrrolo[1,2-a]pyrimidinium alkaloids (phloeodictynes) from the New Caledonian shallow-water haplosclerid sponge Oceanapia fistulosa. Structural elucidation from mainly LC-tandem-MS-soft-ionization techniques and discovery of antiplasmodial activity.

Authors:  Ines Mancini; Graziano Guella; Michel Sauvain; Cécile Debitus; Anne-Gaëlle Duigou; Frédéric Ausseil; Jean-Louis Menou; Francesco Pietra
Journal:  Org Biomol Chem       Date:  2004-02-11       Impact factor: 3.876
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  6 in total

Review 1.  Antifungal and antiviral products of marine organisms.

Authors:  Randy Chi Fai Cheung; Jack Ho Wong; Wen Liang Pan; Yau Sang Chan; Cui Ming Yin; Xiu Li Dan; He Xiang Wang; Evandro Fei Fang; Sze Kwan Lam; Patrick Hung Kui Ngai; Li Xin Xia; Fang Liu; Xiu Yun Ye; Guo Qing Zhang; Qing Hong Liu; Ou Sha; Peng Lin; Chan Ki; Adnan A Bekhit; Alaa El-Din Bekhit; David Chi Cheong Wan; Xiu Juan Ye; Jiang Xia; Tzi Bun Ng
Journal:  Appl Microbiol Biotechnol       Date:  2014-02-23       Impact factor: 4.813

2.  Synthesis and antifungal activity of natural product-based 6-alkyl-2,3,4,5-tetrahydropyridines.

Authors:  Liyan Dai; Melissa R Jacob; Shabana I Khan; Ikhlas A Khan; Alice M Clark; Xing-Cong Li
Journal:  J Nat Prod       Date:  2011-09-09       Impact factor: 4.050

3.  Protocol for Identifying Natural Agents That Selectively Affect Adhesion, Thickness, Architecture, Cellular Phenotypes, Extracellular Matrix, and Human White Blood Cell Impenetrability of Candida albicans Biofilms.

Authors:  Yang-Nim Park; Thyagarajan Srikantha; Karla J Daniels; Melissa R Jacob; Ameeta K Agarwal; Xing-Cong Li; David R Soll
Journal:  Antimicrob Agents Chemother       Date:  2017-10-24       Impact factor: 5.191

4.  Bicyclic Cyclohexenones as Inhibitors of NF-κB Signaling.

Authors:  Joseph K Hexum; Rodolfo Tello-Aburto; Nicholas B Struntz; Andrew M Harned; Daniel A Harki
Journal:  ACS Med Chem Lett       Date:  2012-05-11       Impact factor: 4.345

5.  Synthesis of Guaianolide Analogues with a Tunable α-Methylene-γ-lactam Electrophile and Correlating Bioactivity with Thiol Reactivity.

Authors:  Paul A Jackson; Henry A M Schares; Katherine F M Jones; John C Widen; Daniel P Dempe; Francois Grillet; Matthew E Cuellar; Michael A Walters; Daniel A Harki; Kay M Brummond
Journal:  J Med Chem       Date:  2020-11-17       Impact factor: 7.446

6.  Neopetrocyclamines A and B, polycyclic diamine alkaloids from the sponge Neopetrosia cf exigua.

Authors:  Zhibin Liang; Florian J Sulzmaier; Wesley Y Yoshida; Michelle Kelly; Joe W Ramos; Philip G Williams
Journal:  J Nat Prod       Date:  2015-01-13       Impact factor: 4.803
  6 in total

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