Halo- and Thiocarbazomycins from Coral- and Coral Reef Sands-Derived .

Qiaoling Wu, Hongjie Zhu, Changli Sun, Le Zhou, Huimin Wang, Songbiao Shi, Xinpeng Tian, Jianhua Ju
Author Information
  1. Qiaoling Wu: Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou), Guangzhou 511458, China.
  2. Hongjie Zhu: School of Pharmaceutical Sciences, Shandong University, Jinan 250012, China.
  3. Changli Sun: Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou), Guangzhou 511458, China.
  4. Le Zhou: Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou), Guangzhou 511458, China.
  5. Huimin Wang: School of Pharmacy, Institute of Marine Drug, Guangxi University of Traditional Chinese Medicine, Nanning 530200, China.
  6. Songbiao Shi: Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou), Guangzhou 511458, China.
  7. Xinpeng Tian: Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou), Guangzhou 511458, China. ORCID
  8. Jianhua Ju: Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou), Guangzhou 511458, China. ORCID

Abstract

Four actinomycete strains isolated from the coral and coral sand samples from the South China Sea, were found to produce a series of halogenated compounds baring similar ultraviolet absorption based on the analysis of HPLC and LC-MS. The production titers of halogenated compounds from SCSIO 64983 exceeded those of other similar strains leading us to focus on SCSIO 64983. Four new thiocarbazomycins A-B (-), chlocarbazomycin E (), and brocarbazomycin A (), together with three known chlocarbazomycins A-C (-) containing a carbazole core were identified, and their structures were determined using a combination of spectroscopic analysis including HRESIMS, 1D and 2D NMR. Structurally speaking, compounds and have the rare sulfur-containing carbazole nuclei, and and contain Cl and Br atoms, respectively. Although these compounds have not yet been found to have obvious biological activity, their discovery highlights the role of molecular libraries in subsequent drug discovery campaigns.

Keywords

References

  1. J Nat Prod. 2012 Feb 24;75(2):189-97 [PMID: 22276679]
  2. FEMS Microbiol Ecol. 2009 Mar;67(3):371-80 [PMID: 19161430]
  3. PLoS One. 2012;7(8):e42847 [PMID: 22880121]
  4. Proc Biol Sci. 2013 Jan 30;280(1755):20122328 [PMID: 23363627]
  5. Beilstein J Org Chem. 2020 Nov 5;16:2719-2727 [PMID: 33214797]
  6. Org Lett. 2020 Aug 21;22(16):6399-6403 [PMID: 32806165]
  7. Chem Rev. 2012 Jun 13;112(6):3193-328 [PMID: 22480243]
  8. Curr Med Chem. 2019;26(38):6930-6941 [PMID: 31241431]
  9. J Antibiot (Tokyo). 2020 Aug;73(8):534-541 [PMID: 32393809]
  10. Mar Drugs. 2019 Aug 11;17(8): [PMID: 31405226]
  11. J Appl Microbiol. 2020 Dec;129(6):1441-1457 [PMID: 32627318]
  12. Environ Microbiol. 2010 Jan;12(1):28-39 [PMID: 19691500]

Grants

  1. GML2019ZD0406/Key Special Project for Introduced Talents Team of Southern 289 Marine Science and Engineering Guangdong Laboratory
  2. 2020B1111030005/Key-Area Research and Development Program of Guangdong Province
  3. 2019B030302004/Fundamental Research & Applied Fundamental Research Major Project of Guangdong Province
  4. 22037006, U2106207, 82022067/National Natural Science Foundation of China
  5. 2019BT02Y262/Local Innovative and Research Teams Project of Guangdong Pearl River Talents Program
  6. ZDKJ202018/Key Science and Technology project of Hainan Province
  7. SZBL2021080601006/Open program of Shenzhen Bay Laboratory
  8. NHXX2019SW0101/the Rising Star Foundation of the South China Sea Institute of Oceanology

MeSH Term

Actinobacteria
Actinomyces
Animals
Anthozoa
Carbazoles
Coral Reefs
Sand

Chemicals

Carbazoles
Sand

Word Cloud

Created with Highcharts 10.0.0compoundscarbazoleFourstrainscoralfoundhalogenatedsimilaranalysisSCSIO64983-discoveryactinomyceteisolatedsandsamplesSouthChinaSeaproduceseriesbaringultravioletabsorptionbasedHPLCLC-MSproductiontitersexceededleadingusfocusnewthiocarbazomycinsA-BchlocarbazomycinEbrocarbazomycintogetherthreeknownchlocarbazomycinsA-CcontainingcoreidentifiedstructuresdeterminedusingcombinationspectroscopicincludingHRESIMS1D2DNMRStructurallyspeakingraresulfur-containingnucleicontainClBratomsrespectivelyAlthoughyetobviousbiologicalactivityhighlightsrolemolecularlibrariessubsequentdrugcampaignsHalo-ThiocarbazomycinsCoral-CoralReefSands-Derivedalkaloidscoral-associatedactinomyceteshalogencompoundnaturalproducts

Similar Articles

Cited By