词条 | Thiocoraline |
释义 |
| ImageFile = Thiocoraline.svg | ImageSize = 250px | ImageAlt = | IUPACName = N,N′-{(1R,7S,11S,14R,20S,24S)-2,12,15,25-Tetramethyl-11,24-bis[(methylsulfanyl)methyl]-3,6,10,13,16,19,23,26-octaoxo-9,22,28,29-tetrathia-2,5,12,15,18,25-hexaazabicyclo[12.12.4]triacontane-7,20-diyl}bis(3-hydroxy-2-quinolinecarboxamide) | OtherNames = Thiocoraline A | Section1 = {{Chembox Identifiers | CASNo = 173046-02-1 | PubChem = 485475 | ChemSpiderID = 8030716 | SMILES = CN1[C@H]2CSSC[C@@H](C(=O)N([C@H](C(=O)SC[C@H](C(=O)NCC1=O)NC(=O)C3=NC4=CC=CC=C4C=C3O)CSC)C)N(C(=O)CNC(=O)[C@@H](CSC(=O)[C@@H](N(C2=O)C)CSC)NC(=O)C5=NC6=CC=CC=C6C=C5O)C | StdInChI=1S/C48H56N10O12S6/c1-55-31-23-75-76-24-32(46(68)58(4)34(22-72-6)48(70)74-19-29(41(63)49-17-37(55)61)53-43(65)39-35(59)15-25-11-7-9-13-27(25)51-39)56(2)38(62)18-50-42(64)30(20-73-47(69)33(21-71-5)57(3)45(31)67)54-44(66)40-36(60)16-26-12-8-10-14-28(26)52-40/h7-16,29-34,59-60H,17-24H2,1-6H3,(H,49,63)(H,50,64)(H,53,65)(H,54,66)/t29-,30-,31+,32+,33+,34+/m1/s1 | StdInChIKey=UPGGKUQISSWRJJ-ZRBWWFCKSA-N | Section2 = {{Chembox Properties | C=48|H=56|N=10|O=12|S=6 | Appearance = | Density = | MeltingPt = | BoilingPt = | Solubility = | Section3 = {{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }}Thiocoraline is a microbial natural product of the depsipeptide class. Thiocoraline was isolated from the mycelium cake of a marine actinomycete strain L-13-ACM2-092.[1] In vitro, thiocoraline causes an arrest in G1 phase of the cell cycle and decreases the rate of S phase progression towards G2/M phase.[2] Thiocoraline is likely to be a DNA replication inhibitor. Thiocoraline is produced on a nonribosomal peptide synthetase (NRPS) assembly line.[3] References1. ^{{cite journal | vauthors = Romero F, Espliego F, Pérez Baz J, García de Quesada T, Grávalos D, de la Calle F, Fernández-Puentes JL | title = Thiocoraline, a new depsipeptide with antitumor activity produced by a marine Micromonospora. I. Taxonomy, fermentation, isolation, and biological activities | journal = The Journal of Antibiotics | volume = 50 | issue = 9 | pages = 734–7 | date = September 1997 | pmid = 9360617 }} 2. ^{{cite journal | vauthors = Erba E, Bergamaschi D, Ronzoni S, Faretta M, Taverna S, Bonfanti M, Catapano CV, Faircloth G, Jimeno J, D'Incalci M | title = Mode of action of thiocoraline, a natural marine compound with anti-tumour activity | journal = British Journal of Cancer | volume = 80 | issue = 7 | pages = 971–80 | date = June 1999 | pmid = 10362104 | pmc = 2363046 | doi = 10.1038/sj.bjc.6690451 }} 3. ^{{cite journal | vauthors = Lombó F, Velasco A, Castro A, de la Calle F, Braña AF, Sánchez-Puelles JM, Méndez C, Salas JA | title = Deciphering the biosynthesis pathway of the antitumor thiocoraline from a marine actinomycete and its expression in two streptomyces species | journal = ChemBioChem | volume = 7 | issue = 2 | pages = 366–76 | date = February 2006 | pmid = 16408310 | doi = 10.1002/cbic.200500325 }} 1 : Depsipeptides |
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