Anti-Mycobacterial Activity of Polycarpine and Polycarpaurine A from an Indonesia Marine Ascidian <i>Polycarpa sp.</i> http://www.doi.org/10.26538/tjnpr/v7i9.31
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Abstract
Marine ascidians are an abundant source of new bioactive metabolites. The current investigation aimed at characterizing anti-mycobacterial compounds from Indonesian marine ascidian Polycarpa sp. After extracting ethanol, Ascidian Polycarpa sp. was segregated with EtOAc and H2O. Ethyl acetate extract was purified using preparative HPLC. Identification and characterization of compounds using spectroscopic analysis. Anti-mycobacterial activity testing
using the disc diffusion method on Mycobacterium smegmatis. This study showed that the ethyl acetate extract of ascidian Polycarpa sp produced two known compounds polycarpine (1) and palycarpaurine A (2). Compounds 1 and 2 exhibited activity against Mycobacterium smegmatis at 50 g/disc, with 12- and 10-mm inhibition zones, respectively. This study suggests that polycarpine (1) and palycarpaurine A (2) have potential compounds for antimycobacterium.
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References
World Health Organization. Global Tuberculosis report 2022 [Internet]. Geneva, Switzerland: WHO; 2022. Available from https://www.who.int/teams/globaltuberculosis-programme/tb-reports/global-tuberculosisreport-2022 (Accessed 2023 Juli 03).
Blunt JW, Carroll AR, Copp BR, Davis RA, Keyzers RA, Prinsep MR. Marine natural products. Nat. Prod. Rep. 2018; 35(1): 8–53.
Carroll AR, Copp BR, Davis RA, Keyzers RA, Prinsep MR. Marine natural products. Nat. Prod. Rep. 2019; 36(1):122–173.
Carroll AR, Copp BR, Davis RA, Keyzers RA, Prinsep MR. Marine natural products. Nat. Prod. Rep. 2020; 37(2):175–223.
Takahashi Y, Ishiyama H, Kubota T, Kobayashi J. Eudistomidin G, a new β-carboline alkaloid from the Okinawan marine tunicate Eudistoma glaucus and structure revision of eudistomidin B. Bioorganic Med. Chem. Lett. 2010; 20(14): 4100–4103.
Torii M, Hitora Y, Kato H, Koyanagi Y, Kawahara T, Losung F, Mangindaan REP, Tsukamoto S. Siladenoserinols M–P, sulfonated serinol derivatives from a tunicate. Tetrahedron, 2018; 74(52): 7516–7521.
Youssef DTA, Almagthali H, Shaala LA, Schmidt EW. (2020). Secondary metabolites of the genus Didemnum: A comprehensive review of chemical diversity and pharmacological properties. Mar. Drugs, 2020; 18(6): 307.
Casertano M, Imperatore C, Luciano P, Aiello A, Putra MY, Gimmelli R, Ruberti G, Menna M. Chemical investigation of the Indonesian tunicate Polycarpa aurataand evaluation of the effects against Schistosoma mansoni of the novel alkaloids polyaurines A and B. Mar. Drugs.
; 17(5): 278.
Watters D. Ascidian toxins with potential for drug development. Mar. Drugs. 2018; 16(5): 162.
Chen S, Jiang M, Chen B, Salaenoi J, Niaz SI, He J, Liu L. Penicamide A, A unique N,N′-ketal quinazolinone alkaloid from ascidian-derived fungus Penicillium sp. 4829. Mar. Drugs. 2019: 17(9): 522.
Appleton DR, Pearce AN, Copp BR. anti-Tuberculosis natural products: synthesis and biological evaluation of pyridoacridine alkaloids related to ascididemin. Tetrahedron. 2010; 66:4977–4986.
Abdjul DB, Yamazaki H, Maarisit W, Rotinsulu H, Wewengkang DS, Sumilat DA, Kapojos MM, Losung F, Ukai K, Namikoshi M. Oleanane triterpenes with protein tyrosine phosphatase 1B inhibitory activity from aerial parts of Lantana camara collected in Indonesia and Japan.
Phytochem. 2017; 144:106–112.
Maarisit W, Yamazaki H, Kanno S, Tomizawa A, Rotinsulu H, Wewengkang DS, Sumilat DA, Ukai K, Kapojos MM, Namikoshi M. A tetramic acid derivative with protein tyrosine phosphatase 1B inhibitory activity and a new nortriterpene glycoside from the Indonesian marine sponge Petrosia sp. Bioorganic Med. Chem. Lett. 2017; 27(4): 999–1002.
Maarisit W, Sonny DU, Lengkey YK, Mongi J, Kanter WJ, Pareta, ND, Sambou, NC, Tumbel SL, Montolalu FM, Korua, SA, Tulungen FR. Isolation and evaluation of antiMycobacterial activity of alkaloid compounds from marine invertebrate sponge Haliclona sp. Trop. J. Nat. Prod. Res. 2022; 6(10): 1622–1625.
Kang H, Fenical W. Polycarpine dihydrochloride: A cytotoxic dimeric disulfide alkaloid from the indian ocean ascidian Polycarpa clavata. Tetrahedron Lett. 1996; 37(14): 2369–2372.
Wang W, Oda T, Fujita A, Mangindaan REP, Nakazawa T, Ukai K, Kobayashi H, Namikoshi M. Three new sulfurcontaining alkaloids, polycarpaurines A, B, and C, from an Indonesian ascidian Polycarpa aurata. Tetrahedron, 2007; 63(2): 409–412.
Maarisit W, Abdjul DB, Yamazaki H, Kato H, Rotinsulu H, Wewengkang DS, Sumilat DA, Kapojos MM, Ukai K, Namikoshi M. Anti-mycobacterial alkaloids, cyclic 3-alkylpyridinium dimers, from the Indonesian marine sponge Haliclona sp. Bioorganic Med. Chem. Lett. 2017; 27(15): 3503–3506.
Maarisit W, Yamazaki H, Abdjul DB, Takahashi O, Kirikoshi R, Namikoshi M. A new pyranonaphtoquinone derivative, 4-Oxo-rhinacanthin A, from roots of Indonesian Rhinacanthus nasutus. Chem. Phar. Bull. 2017; 65(6): 586–588.
Abbas SA, Hossain MB, van der Helm D, Schmitz FJ, Laney M, Cabuslay R, Schatzman RC. Alkaloids from the tunicate Polycarpa aurata from Chuuk atoll. J.Org.Chem, 1996; 61(25): 9072–9072.
Palanisamy SK, Rajendran NM, and Marino A. Natural products diversity of marine ascidians (Tunicates; Ascidiacea) and successful drugs in clinical development. Nat. Prod. Biopros, 2017; 7(1): 1–111.
Pham CD, Weber H, Hartmann, R., Wray V, Lin W, Lai D, Proksch P. New cytotoxic 1,2,4-thiadiazole alkaloids from the ascidian Polycarpa aurata. Org. Lett. 2013; 15:2230–2233.
Xie Y, Feng Y, Capua AD, Mak T, Buchko GW, Myler PJ, Liu M, Quinn RJ. A phenotarget approach for identifying an alkaloid interacting with the Tuberculosis protein Rv1466. Mar. Drugs 2020; 18, 149
Guo P, Wang Z, Li G, Liu Y, Xie Y, Wang Q. First discovery of polycarpine, polycarpaurines A and C, and their derivatives as novel antiviral and antiphytopathogenic fungus agents. J. Agric. Food Chem. 2016; 64(21): 4264–4272.
Yan Y, Li X, Zhang C, Lv L, Gao B, Li M. Research progress on antibacterial activities and mechanisms of natural alkaloids: A review. Antibiotics. 2021; 10(3):318.
Zhang Q, Lyu Y, Huang J, Zhang X, Yu N, Wen Z, Chen S. Antibacterial activity and mechanism of sanguinarine against Providencia rettgeri in vitro. PeerJ 2020; 8: e9543.