Androsamide, a Cyclic Tetrapeptide from a Marine <i>Nocardiopsis</i> sp., Suppresses Motility of Colorectal Cancer Cells

Lee, Jihye; Gamage, Chathurika D. B.; Kim, Geum Jin; Hillman, Prima F.; Lee, Chaeyoung; Lee, Eun Young; Choi, Hyukjae; Kim, Hangun; Nam, Sang Jip; Fenical, William

doi:10.1021/acs.jnatprod.0c00815

Cited by 16 publications

(19 citation statements)

References 29 publications

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“…The discovery of a cyclic tetrapeptide named androsamide (45) was obtained from Nocardiopsis sp. CNT-189 collected from sediments around the shores on Bahamas (Figure 3) [32]. Its treatment against the Caco-2 and HCT116 cancer cell lines was noted to correlate with the decrease in their viability in a dose-dependent manner.…”

Section: Dichotomomyces Spmentioning

confidence: 99%

“…Eight compounds were isolated from Dichotomomyces cejpii F31-1 fungus associated with the soft coral Lobophytum crassum collected from Hainan Sanya National Coral Reef Reserve, China. These compounds were identified as dichotomocej A (30), diorcinol (31), 3-O-methyldiorcinol (32), butyl (2-ethylhexyl) phthalate (33), dichocerazine A (34), pityriacitrin (35), stellarine A (36), and indolyl-3-acetic acid methyl ester (37). All compounds were evaluated against HCT 116.…”

Section: Dichotomomyces Spmentioning

confidence: 99%

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Secondary Metabolites from Marine-Derived Fungi and Actinobacteria as Potential Sources of Novel Colorectal Cancer Drugs

et al. 2022

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Colorectal cancer is one of the most common cancers diagnosed in the world. Chemotheraphy is one of the most common methods used for the pharmacological treatment of this cancer patients. Nevertheless, the adverse effect of chemotherapy is not optimized for improving the quality of life of people who are older, who are the most vulnerable subpopulation. This review presents recent updates regarding secondary metabolites derived from marine fungi and actinobacteria as novel alternatives for cytotoxic agents against colorectal cancer cell lines HCT116, HT29, HCT15, RKO, Caco-2, and SW480. The observed marine-derived fungi were from the species Aspergillus sp., Penicillium sp., Neosartorya sp., Dichotomomyces sp., Paradendryphiella sp., and Westerdykella sp. Additionally, Streptomyces sp. and Nocardiopsis sp. are actinobacteria discussed in this study. Seventy one compounds reviewed in this study were grouped on the basis of their chemical structures. Indole alkaloids and diketopiperazines made up most compounds with higher potencies when compared with other groups. The potency of indole alkaloids and diketopiperazines was most probably due to halogen-based functional groups and sulfide groups, respectively.

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Section: Dichotomomyces Spmentioning

confidence: 99%

Section: Dichotomomyces Spmentioning

confidence: 99%

Secondary Metabolites from Marine-Derived Fungi and Actinobacteria as Potential Sources of Novel Colorectal Cancer Drugs

et al. 2022

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“…One new cyclic tetrapeptide, androsamide (37), was isolated from the actinobacterium Nocardiopsis sp. CNT-189 was gathered from the surf zone sediment of the Bahamas shore (Figure 8) [67]. Androsamide (37) displayed moderate cytotoxicity against Caco2 (human colorectal adenocarcinoma), AGS (human gastric adenocarcinoma), and HCT116 (human colorectal carcinoma) cell lines with the IC 50 values of 13 µM, 18 µM and 21 µM, respectively.…”

Section: Peptidesmentioning

confidence: 99%

Genus Nocardiopsis: A Prolific Producer of Natural Products

Shi

Wang

et al. 2022

Marine Drugs

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Actinomycetes are currently one of the major sources of bioactive secondary metabolites used for medicine development. Accumulating evidence has shown that Nocardiopsis, a key class of actinomycetes, has the ability to produce novel bioactive natural products. This review covers the sources, distribution, bioactivities, biosynthesis, and structural characteristics of compounds isolated from Nocardiopsis in the period between March 2018 and 2021. Our results reveal that 67% of Nocardiopsis-derived natural products are reported for the first time, and 73% of them are isolated from marine Nocardiopsis. The chemical structures of the Nocardiopsis-derived compounds have diverse skeletons, concentrating on the categories of polyketides, peptides, terphenyls, and alkaloids. Almost 50% of the natural products isolated from Nocardiopsis have been discovered to display various bioactivities. These results fully demonstrate the great potential of the genus Nocardiopsis to produce novel bioactive secondary metabolites that may serve as a structural foundation for the development of novel drugs.

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“…Peptides are amphoteric compounds containing carboxyl and amino groups, which are dehydrated from amino acids, and are commonly found in marine organisms, such as bacteria, tunicates, mollusks, and sponges, among others. For example, L-glutaminase, ohmyungsamycin A, actinomycin V, androsamide, laxaphycin B4, and laxaphycin A2 (Table 2) are of bacterial origin [17][18][19][20][21], the FDA-approved dipeptide plitidepsin is of tunicates origin, and the peptide P6 (Table 2) is of mollusk origin [5,22]. Peptides can be divided into short linear peptides, long linear peptides, cyclic peptides, bicyclic peptides, thiopeptides, tetrapeptides, and so on, based on their chemical structure.…”

Section: Peptidesmentioning

confidence: 99%

Natural Marine Products: Anti-Colorectal Cancer In Vitro and In Vivo

Han

2022

Marine Drugs

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Colorectal cancer, a malignant tumor with high mortality, has a poor prognosis due to drug resistance and toxicity in clinical surgery and chemotherapy. Thus, finding safer and more efficient drugs for clinical trials is vital and urgent. Natural marine compounds, with rich resources and original chemical structures, are applied widely in anticancer treatments. We provide a systematic overview of recently reported marine compounds such as alkaloids, peptides, terpenoids, polysaccharides, and carotenoids from in vitro, in vivo, and clinical studies. The in vitro studies summarized the marine origins and pharmacological mechanisms, including anti-proliferation, anti-angiogenesis, anti-migration, anti-invasion, the acceleration of cycle arrest, and the promotion of tumor apoptosis, of various compounds. The in vivo studies outlined the antitumor effects of marine compounds on colorectal cancer model mice and evaluated their efficacy in terms of tumor inhibition, hepatotoxicity, and nephrotoxicity. The clinical studies summarized the major chemical classifications and targets of action of the clinical drugs that have entered clinical approval and completed approval for marine anticancer. In summary, we present the current situation regarding the application of natural anti-colorectal cancer marine compounds and prospects for their clinical application.

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Androsamide, a Cyclic Tetrapeptide from a Marine Nocardiopsis sp., Suppresses Motility of Colorectal Cancer Cells

Cited by 16 publications

References 29 publications

Secondary Metabolites from Marine-Derived Fungi and Actinobacteria as Potential Sources of Novel Colorectal Cancer Drugs

Secondary Metabolites from Marine-Derived Fungi and Actinobacteria as Potential Sources of Novel Colorectal Cancer Drugs

Genus Nocardiopsis: A Prolific Producer of Natural Products

Natural Marine Products: Anti-Colorectal Cancer In Vitro and In Vivo

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