Abstract
A family of three novel aminofuran antibiotics named as proximicins was isolated from the marine Verrucosispora strain MG-37. Proximicin A was detected in parallel in the marine abyssomicin producer “Verrucosispora maris” AB-18-032. The characteristic structural element of proximicins is 4-amino-furan-2-carboxylic acid, a hitherto unknown γ-amino acid. Proximicins show a weak antibacterial activity but a strong cytostatic effect to various human tumor cell lines.
Similar content being viewed by others
Article PDF
References
Keller S, Nicholson G, Drahl C, Sorensen E, Fiedler H-P, Sussmuth RD . Abyssomicins G and H and atrop-abyssomicin C from the marine Verrucosispora strain AB-18-032. J Antibiot 60: 391–394 ( 2007)
Bull AT, Stach JEM . Marine actinobacteria: new opportunities for natural product search and discovery. Trends Microbiol 15: 491–499 ( 2007)
Schmidt EW . From chemical structure to environmental biosynthetic pathways: navigating marine invertebrate-bacteria associations. Trends Biotechnol 23: 437–440 ( 2005)
Riedlinger J, Reicke A, Zahner H, Krismer B, Bull AT, Maldonado LA, Ward AC, Goodfellow M, Bister B, Bischoff D, Sussmuth RD, Fiedler H-P . Abyssomicins, inhibitors of the para-aminobenzoic acid pathway produced by the marine Verrucosispora strain AB-18-032. J Antibiot 57: 271–279 ( 2004)
Bister B, Bischoff D, Ströbele M, Riedlinger J, Reicke A, Wolter F, Bull AT, Zähner H, Fiedler H-P, Sussmuth RD . Abyssomicin C—a polycyclic antibiotic from a marine Verrucosispora strain as an inhibitor of the p-aminobenzoic acid/tetrahydrofolate biosynthesis pathway. Angew Chem Int Ed 43: 2574–2576 ( 2004)
Fiedler H-P . Biosynthetic capacities of actinomycetes. 1. Screening for novel secondary metabolites by HPLC and UV-visible absorbance libraries. Nat Prod Lett 2: 119–128 ( 1993)
Tan GYA, Robinson S, Lacey E, Brown R, Kim W, Goodfellow M . Amycolatopsis regifaucium sp. nov., a novel actinomycete that produces kigamicins. Int J Syst Evol Microbiol 57: 2562–2567 ( 2007)
Grever MR, Shepartz SA, Chabner BA . The National Cancer Institute: cancer drug discovery and development program. Semin Oncol 19: 622–638 ( 1992)
Rheims H, Schumann P, Rohde M, Stackebrandt E . Verrucosispora gifhornensis gen. nov., sp. nov., a new member of the family Micromonosporaceae. Int J Syst Evol Microbiol 48: 1119–1127 ( 1998)
Schneider K, Keller S, Wolter FE, Röglin L, Beil W, Seitz O, Nicholson G, Bruntner C, Riedlinger J, Fiedler H-P, Süssmuth RD . Proximicins A, B and C—antitumor furan analogues of netropsin from the marine actinomycete Verrucosispora. Angew Chem Int Ed, accepted for publication
Fiedler H-P, Bruntner C, Bull AT, Ward AC, Goodfellow M, Potterat O, Puder C, Mihm G . Marine actinomycetes as a source of novel secondary metabolites. Antonie van Leeuwenhoek 87: 37–42 ( 2005)
Maldonado LA, Stach JEM, Pathom-aree W, Ward AC, Bull AT, Goodfellow M . Diversity of cultivable actinobacteria in geographically widespread marine sediments. Antonie van Leeuwenhoek 87: 11–18 ( 2005)
Finlay AC, Hochstein FA, Sobin BA, Murphy FX . Netropsin, a new antibiotic produced by a Streptomyces. J Am Chem Soc 73: 341–343 ( 1951)
Arcamone F, Penco S, Orezzi P, Nicolella V, Pirelli A . Structure and synthesis of distamycin A. Nature 203: 1064–1065 ( 1964)
Bailly C, Chaires B, Sequence-specific DNA minor groove binders . Design and synthesis of netropsin and distamycin analogues. Biocon Chem 9: 513–538 ( 1998)
Author information
Authors and Affiliations
Corresponding authors
Additional information
†Art. No. 42 in 'Biosynthetic Capacities of Actinomycetes'. Art. No. 41: see ref. 1
Rights and permissions
About this article
Cite this article
Fiedler, HP., Bruntner, C., Riedlinger, J. et al. Proximicin A, B and C, Novel Aminofuran Antibiotic and Anticancer Compounds Isolated from Marine Strains of the Actinomycete Verrucosispora†. J Antibiot 61, 158–163 (2008). https://doi.org/10.1038/ja.2008.125
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1038/ja.2008.125
Keywords
This article is cited by
-
Impact of novel microbial secondary metabolites on the pharma industry
Applied Microbiology and Biotechnology (2022)
-
Antimicrobial compounds from marine actinomycetes
Archives of Pharmacal Research (2020)
-
A new abyssomicin polyketide with anti-influenza A virus activity from a marine-derived Verrucosispora sp. MS100137
Applied Microbiology and Biotechnology (2020)