Nocardiopsins C and D and nocardiopyrone A: new polyketides from an Australian marine-derived Nocardiopsis sp.

被引:19
|
作者
Raju, Ritesh [1 ]
Piggott, Andrew M. [1 ]
Quezada, Michelle [1 ]
Capon, Robert J. [1 ]
机构
[1] Univ Queensland, Inst Mol Biosci, St Lucia, Qld 4072, Australia
基金
澳大利亚研究理事会;
关键词
Nocardiopsis; Marine-derived actinomycetes; Prolinyl-macrolactam polyketides; alpha-Pyrone polyketides; Microbial natural products chemistry; RAPAMYCIN ANALOGS; STARTER UNIT; ACTINOMYCETE; SYNTHASE; GERMICIDIN; ACP;
D O I
10.1016/j.tet.2012.10.104
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A Nocardiopsis sp. (CMB-M0232) recovered from marine sediment collected off the coast of South Molle Island, Queensland, Australia, yielded two new examples of rare prolinyl-macrolactam polyketides, nocardiopsins C (1) and D (2), a new highly substituted alpha-pyrone polyketide, nocardiopyrone A (3), and the previously reported macrolide polyketides nocardiopsins A (4) and B (5). Structures were assigned on the basis of detailed spectroscopic analysis, degradation, and chemical derivatization. PCR amplification of CMB-M0232 genomic DNA revealed the presence of type I and type II polyketide synthase and non-ribosomal peptide synthase domains. (c) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:692 / 698
页数:7
相关论文
共 50 条
  • [31] A new cyclic peptide from a marine-derived bacterium of the genus Nocardiopsis
    Shin, J
    Seo, Y
    Lee, HS
    Rho, JR
    Mo, SJ
    JOURNAL OF NATURAL PRODUCTS, 2003, 66 (06): : 883 - 884
  • [32] Aranciamycins I and J, Antimycobacterial Anthracyclines from an Australian Marine-Derived Streptomyces sp.
    Khalil, Zeinab G.
    Raju, Ritesh
    Piggott, Andrew M.
    Salim, Angela A.
    Blumenthal, Antje
    Capon, Robert J.
    JOURNAL OF NATURAL PRODUCTS, 2015, 78 (04): : 949 - 952
  • [33] New bioactive compounds from the marine-derived actinomycete Nocardiopsis lucentensis sp ASMR2
    Eliwa, Essam M.
    Abdel-Razek, Ahmed S.
    Frese, Marcel
    Wibberg, Daniel
    Halawa, Ahmed H.
    El-Agrody, Ahmed M.
    Bedair, Ahmed H.
    Kalinowski, Jorn
    Sewald, Norbert
    Shaaban, Mohamed
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 2017, 72 (05): : 351 - 360
  • [34] Lactoquinomycin C and D, two new medermycin derivatives from the marine-derived Streptomyces sp. SS17A
    Zhou, Biao
    Jiang, Yong-Jun
    Ji, Yuan-Yuan
    Zhang, Hao-Jian
    Shen, Li
    NATURAL PRODUCT RESEARCH, 2020, 34 (09) : 1213 - 1218
  • [35] Alkaloids from Xylariaceae sp., a Marine-derived Fungus
    Nong, Xu-Hua
    Zhang, Xiao-Yong
    Xu, Xin-Ya
    Sun, Yun-Lin
    Qi, Shu-Hua
    NATURAL PRODUCT COMMUNICATIONS, 2014, 9 (04) : 467 - 468
  • [36] Phenalenones from a Marine-Derived Fungus Penicillium sp.
    Park, Sung Chul
    Julianti, Elin
    Ahn, Sungjin
    Kim, Donghwa
    Lee, Sang Kook
    Noh, Minsoo
    Oh, Dong-Chan
    Oh, Ki-Bong
    Shin, Jongheon
    MARINE DRUGS, 2019, 17 (03):
  • [37] Citromycetins and bilains A-C:: New aromatic polyketides and diketopiperazines from Australian marine-derived and terrestrial Penicillium spp.
    Capon, Robert J.
    Stewart, Michael
    Ratnayake, Ranjala
    Lacey, Ernest
    Gill, Jennifer H.
    JOURNAL OF NATURAL PRODUCTS, 2007, 70 (11): : 1746 - 1752
  • [38] New PKS-NRPS tetramic acids and pyridinone from an Australian marine-derived fungus, Chaunopycnis sp.
    Shang, Zhuo
    Li, Li
    Esposito, Breno P.
    Salim, Angela A.
    Khalil, Zeinab G.
    Quezada, Michelle
    Bernhardt, Paul V.
    Capon, Robert J.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (28) : 7795 - 7802
  • [39] Suncheonosides A-D, Benzothioate Glycosides from a Marine-Derived Streptomyces sp.
    Shin, Bora
    Ahn, Seyeon
    Noh, Minsoo
    Shin, Jongheon
    Oh, Dong-Chan
    JOURNAL OF NATURAL PRODUCTS, 2015, 78 (06): : 1390 - 1396
  • [40] Polycyclic C-deoxyaminoglycoside-polyketides from an Australian Pasture Plant Derived Streptomyces sp.
    Wu, Taizong
    Salim, Angela A.
    Khalil, Zeinab G.
    Capon, Robert J.
    ORGANIC LETTERS, 2021, 23 (21) : 8224 - 8228