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Bactobolin

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Bactobolin
Names
IUPAC name (2S)-N--2-aminopropanamide
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C14H20Cl2N2O6/c1-4(17)11(22)18-10-8-7(5(19)3-6(20)9(8)21)12(23)24-14(10,2)13(15)16/h4,6,8-10,13,19-21H,3,17H2,1-2H3,(H,18,22)/t4-,6+,8-,9-,10+,14-/m0/s1Key: RBCHRRIVFAIGFI-RGBMRXMBSA-N
SMILES
  • C(C(=O)N12((CC(=C2C(=O)O1(C)C(Cl)Cl)O)O)O)N
Properties
Chemical formula C14H20Cl2N2O6
Molar mass 383.22 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Bactobolin is a cytotoxic, polyketide-peptide and antitumor antibiotic with the molecular formula C14H20Cl2N2O6. Bactobolin was discovered in 1979.

References

  1. ^ "Bactobolin". Pubchem.ncbi.NLM.nih.gov.
  2. Greenberg, E. Peter; Chandler, Josephine R.; Seyedsayamdost, Mohammad R. (27 March 2020). "The Chemistry and Biology of Bactobolin: A 10-Year Collaboration with Natural Product Chemist Extraordinaire Jon Clardy". Journal of Natural Products. 83 (3): 738–743. doi:10.1021/acs.jnatprod.9b01237. hdl:1808/32425. PMC 8118907. PMID 32105069.
  3. Weinreb, Steven M. (1995). "Total synthesis of the microbial antitumor antibiotics actinobolin and bactobolin". Studies in Natural Products Chemistry. 16: 3–25. doi:10.1016/S1572-5995(06)80051-7. ISBN 9780444822642.
  4. Munakata, Tomohiko; Ikeda, Yoshifumi; Matsuki, Hideo; Isagai, Katsuyoshi (May 1983). "Cultural Conditions and Strain Improvement for Production of Bactobolin". Agricultural and Biological Chemistry. 47 (5): 929–934. doi:10.1080/00021369.1983.10865772.
  5. Franco, Carlos M.; Belda, Beatriz Vázquez (2 December 2020). Natural Compounds as Antimicrobial Agents. MDPI. p. 134. ISBN 978-3-03936-048-2.
  6. Reinhoudt, D. N.; Connors, T. A.; Pinedo, H. M.; Poll, K. W. van de (6 December 2012). Structure-Activity Relationships of Anti-Tumour Agents. Springer Science & Business Media. p. 270. ISBN 978-94-009-6798-4.

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