title: Venturicidin C, a new 20-membered macrolide produced by Streptomyces sp. TS-2-2.
abstract: Venturicidin C (1), a new 20-membered macrolide along with the known venturicidins A (2) and B (3) were isolated from the crude extract of the Appalachian bacterial strain Streptomyces sp. TS-2-2. Additionally, nine other known compounds namely nocardamine, dehydroxynocardamine, desmethylenylnocardamine, ferrioxamine E, adenosine, riboflavin, cyclo(D)-trans-4-OH-Pro-(D)-Phe, cyclo(D)-Pro-(D)-Phe and N-(2-phenylethyl)-acetamide were also isolated and identified. The structure of the new macrolide 1 was elucidated by the cumulative analyses of NMR spectroscopy and HR-MS data. Complete NMR assignments for the known venturicidins A (2) and B (3) are also provided, for the first time, in this report. Venturicidins A-C did not inhibit the proliferation of A549 lung cancer cell line but all displayed potent antifungal activity.
authors.affiliation: College of Pharmacy, Center for Pharmaceutical Research and Innovation, University of Kentucky, Lexington, KY, USA.
authors.forename: Khaled A
authors.initials: KA
authors.lastname: Shaaban
authors.affiliation: College of Pharmacy, Center for Pharmaceutical Research and Innovation, University of Kentucky, Lexington, KY, USA.
authors.forename: Shanteri
authors.initials: S
authors.lastname: Singh
authors.affiliation: College of Pharmacy, Center for Pharmaceutical Research and Innovation, University of Kentucky, Lexington, KY, USA.
authors.forename: Sherif I
authors.initials: SI
authors.lastname: Elshahawi
authors.affiliation: College of Pharmacy, Center for Pharmaceutical Research and Innovation, University of Kentucky, Lexington, KY, USA.
authors.forename: Xiachang
authors.initials: X
authors.lastname: Wang
authors.affiliation: College of Pharmacy, Center for Pharmaceutical Research and Innovation, University of Kentucky, Lexington, KY, USA.
authors.forename: Larissa V
authors.initials: LV
authors.lastname: Ponomareva
authors.affiliation: Division of Cardiovascular Medicine, University of Kentucky, Lexington, KY, USA.
authors.forename: Manjula
authors.initials: M
authors.lastname: Sunkara
authors.affiliation: Center for Applied Energy Research, University of Kentucky, Lexington, KY, USA.
authors.forename: Gregory C
authors.initials: GC
authors.lastname: Copley
authors.affiliation: Center for Applied Energy Research, University of Kentucky, Lexington, KY, USA.
authors.forename: James C
authors.initials: JC
authors.lastname: Hower
authors.affiliation: Division of Cardiovascular Medicine, University of Kentucky, Lexington, KY, USA.
authors.forename: Andrew J
authors.initials: AJ
authors.lastname: Morris
authors.affiliation: College of Pharmacy, Center for Pharmaceutical Research and Innovation, University of Kentucky, Lexington, KY, USA.
authors.forename: Madan K
authors.initials: MK
authors.lastname: Kharel
authors.affiliation: College of Pharmacy, Center for Pharmaceutical Research and Innovation, University of Kentucky, Lexington, KY, USA.
authors.forename: Jon S
authors.initials: JS
authors.lastname: Thorson
mesh_terms: D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D045744:Cell Line, Tumor; D006801:Humans; D008175:Lung Neoplasms / Q000188:drug therapy / Q000473:pathology; D018942:Macrolides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry / Q000379:methods; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D013302:Streptomyces / Q000378:metabolism*
chemical_list: D000935:Antifungal Agents; D018942:Macrolides; D010456:Peptides, Cyclic; C519248:venturamide A; C519249:venturamide B; C000588474:venturicidin C