Isolation, structure elucidation, and antifungal activity of a manumycin-type antibiotic from Streptomyces flaveus

被引:27
|
作者
Hwang, BK [1 ]
Lee, JY [1 ]
Kim, BS [1 ]
Moon, SS [1 ]
机构
[1] KONJU NATL UNIV,DEPT CHEM,KONG JU 314701,SOUTH KOREA
关键词
2,4,6-trimethyldeca-(2E,4E)-dienamide; manumycin; Streptomyces flaveus; antifungal activity;
D O I
10.1021/jf960084o
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
A manumycin-type antibiotic, SW-B, has been isolated from the solid agar culture of Streptomyces flaveus strain A-11. The structure was determined by mass spectrometry and one- and two-dimensional NMR spectroscopy. SW-B was detected at R(f) 0.5 on the TLC plate developed with chloroform-methanol (90:10 v/v). The UV spectrum of SW-B in methanol showed peaks at 208 and 260 nm. The antibiotic SW-B was confirmed to be a derivative of a manumycin-type antibiotic, 2,4,6-trimethyldeca-(2E,4E)-dienamide (C13H23NO, 209.1780). SW-B showed strong antifungal activity against Phytophthora capsici, Magnaporthe grisea, Cladosporium cucumerinum, and Alternaria mall. However, it lacked antimicrobial activity against yeast and bacteria.
引用
收藏
页码:3653 / 3657
页数:5
相关论文
共 50 条
  • [21] FUNICULOSIN, A NEW ANTIBIOTIC .2. STRUCTURE ELUCIDATION AND ANTIFUNGAL ACTIVITY
    ANDO, K
    MATSUURA, I
    NAWATA, Y
    ENDO, H
    SASAKI, H
    OKYTOMI, T
    SAEHI, T
    TAMURA, G
    JOURNAL OF ANTIBIOTICS, 1978, 31 (06): : 533 - 538
  • [22] THE STRUCTURE OF MANUMYCIN .1. CHARACTERIZATION, STRUCTURE ELUCIDATION AND BIOLOGICAL-ACTIVITY
    ZEECK, A
    SCHRODER, K
    FROBEL, K
    GROTE, R
    THIERICKE, R
    JOURNAL OF ANTIBIOTICS, 1987, 40 (11): : 1530 - 1540
  • [23] CREMEOMYCIN, A NOVEL CYTOTOXIC ANTIBIOTIC FROM STREPTOMYCES-CREMEUS - STRUCTURE ELUCIDATION AND BIOLOGICAL-ACTIVITY
    MCGUIRE, JN
    WILSON, SR
    RINEHART, KL
    JOURNAL OF ANTIBIOTICS, 1995, 48 (06): : 516 - 519
  • [24] Dihydroniphimycin:: New polyol macrolide antibiotic produced by Streptomyces hygroscopicus 15 -: Isolation and structure elucidation
    Ivanova, V
    Gesheva, V
    Kolarova, M
    JOURNAL OF ANTIBIOTICS, 2000, 53 (06): : 627 - 632
  • [25] Himalomycin A and B:: Isolation and structure elucidation of new fridamycin type antibiotics from a marine Streptomyces isolate
    Maskey, RP
    Helmke, E
    Laatsch, H
    JOURNAL OF ANTIBIOTICS, 2003, 56 (11): : 942 - 949
  • [26] Seitomycin:: Isolation, structure elucidation and biological activity of a new angucycline antibiotic from a terrestrial streptomycete
    Abdelfattah, M
    Maskey, RP
    Asolkar, RN
    Grün-Wollny, I
    Laatsch, H
    JOURNAL OF ANTIBIOTICS, 2003, 56 (06): : 539 - 542
  • [27] ELUCIDATION OF STRUCTURE AND STEREOCHEMISTRY OF MYRIOCIN - NOVEL ANTIFUNGAL ANTIBIOTIC
    BAGLI, JF
    KLUEPFEL, D
    STJACQUE.M
    JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (07): : 1253 - 1260
  • [28] A NOVEL MACROLACTAM-DISACCHARIDE ANTIFUNGAL ANTIBIOTIC - TAXONOMY, FERMENTATION, ISOLATION, PHYSICOCHEMICAL PROPERTIES, STRUCTURE ELUCIDATION AND BIOLOGICAL-ACTIVITY
    HEGDE, VR
    PATEL, MG
    GULLO, VP
    HORAN, AC
    KING, AH
    GENTILE, F
    WAGMAN, GH
    PUAR, MS
    LOEBENBERG, D
    JOURNAL OF ANTIBIOTICS, 1993, 46 (07): : 1109 - 1115
  • [29] NISAMYCIN, A NEW MANUMYCIN GROUP ANTIBIOTIC FROM STREPTOMYCES SP K106 .2. STRUCTURE DETERMINATION AND STRUCTURE-ACTIVITY-RELATIONSHIPS
    HAYASHI, K
    NAKAGAWA, M
    FUJITA, T
    TANIMORI, S
    NAKAYAMA, M
    JOURNAL OF ANTIBIOTICS, 1994, 47 (10): : 1110 - 1115
  • [30] FR207944, an antifungal antibiotic from Chaetomium sp, No. 217 II.: Isolation and structure elucidation
    Kobayashi, M
    Yoshimura, S
    Kinoshita, T
    Hashimoto, M
    Hashimoto, S
    Takase, S
    Fujie, A
    Hino, M
    Hori, Y
    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2005, 69 (05) : 1029 - 1032