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CAS No 137219-37-5 , Didemnin A,N-[1-(1,2-dioxopropyl)-L-prolyl]-

  • Name: Didemnin A,N-[1-(1,2-dioxopropyl)-L-prolyl]-
  • Synonyms: Aplidin;Didemnin A,N-[1-(1,2-dioxopropyl)-L-prolyl]-;15H-Pyrrolo[2,1-f][1,15,4,7,10,20]dioxatetraazacyclotricosine,cyclic peptide deriv.; Plitidepsin; Aplidine; Dehydrodidemnin B;
  • CAS Registry Number:
  • Flash Point: °C
  • Boiling Point: °Cat760mmHg
  • Density: 1.24g/cm3
  • Refractive index: 1.567
  • Flash Point: °C
  • Molecular Weight: 0
  • InChI: InChI=1/C57H87N7O15/c1-15-33(8)46-44(66)29-45(67)79-49(32(6)7)48(68)34(9)50(69)58-39(26-30(2)3)54(73)64-25-17-19-41(64)56(75)62(13)43(28-37-20-22-38(77-14)23-21-37)57(76)78-36(11)47(52(71)59-46)60-51(70)42(27-31(4)5)61(12)55(74)40-18-16-24-63(40)53(72)35(10)65/h20-23,30-34,36,39-44,46-47,49,66H,15-19,24-29H2,1-14H3,(H,58,69)(H,59,71)(H,60,70)/t33-,34+,36-,39-,40-,41?,42+,43?,44-,46+,47+,49-/m0/s1
  • Molecular Formula: C57H87 N7 O15
  • Molecular Structure:CAS No:137219-37-5 Didemnin A,N-[1-(1,2-dioxopropyl)-L-prolyl]-

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References of Didemnin A,N-[1-(1,2-dioxopropyl)-L-prolyl]-
Title: Aplidine
CAS Registry Number: 137219-37-5
CAS Name: N-[1-(1,2-Dioxopropyl)-L-prolyl]-didemnin A
Synonyms: dehydrodidemnin B; DDB
Trademarks: Aplidin (PharmaMar)
Molecular Formula: C57H87N7O15
Molecular Weight: 1110.34
Percent Composition: C 61.66%, H 7.90%, N 8.83%, O 21.61%
Literature References: Cyclic depsipeptide analog of the didemnins, q.v., isolated from the marine tunicate, Aplidum albicans. Induces rapid apoptotic death with or without previous cell cycle arrest. Isoln and synthesis: K. Rinehart, A. M. Lithgow-Bertelloni, WO 9104985 (1991 to PharmaMar); G. Jou et al., J. Org. Chem. 62, 354 (1997). Antiproliferative effects on Ehrlich carcinoma: J. L. Urdiales et al., Cancer Lett. 102, 31 (1996); cytotoxic effect on acute lymphoblastic leukemia cells: E. Erba et al., Br. J. Cancer 89, 763 (2003). Mechanism of action study: idem et al., ibid. 86, 1510 (2002). Degradation kinetics in solution: J. C. M. Waterval et al., J. Chromatogr. B 754, 161 (2001). 2D-NMR conformational analysis in solution: F. Cárdenas et al., J. Org. Chem. 68, 9554 (2003). LC/MS/MS determn in plasma: J. Yin et al., Rapid Commun. Mass Spectrom. 17, 1909 (2003). In vitro toxicity on hematopoietic progenitors and stem cells: S. G. Gomez et al., Exp. Hematol. 31, 1104 (2003). Clinical pharmacokinetics and evaluation in advanced malignancies: S. Faivre et al., J. Clin. Oncol. 23, 7871 (2005).
Properties: White solid, mp 152-160°. [a]D -95.9° (c = 1.8 in CHCl3).
Melting point: mp 152-160°
Optical Rotation: [a]D -95.9° (c = 1.8 in CHCl3)
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic; Alkaloids/Natural Products.