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Plitidepsin

  • Synonyms: Aplidine; Dehydrodidemnin B; DDB; N-[1-(1,2-dioxopropyl)-L- prolyl]-didemnin A
  • ATC: L01XX57
  • Use: Lorem 
  • Chemical name: Lorem ipsum dolor sit amet, consetetur sadipscing elitr, sed diam
  • Formula: Lorem ipsum dolor sit amet,
  • MW:1110.36 g/mol
  • CAS-RN:137219-37-5
  • InChI Key:UUSZLLQJYRSZIS-LXNNNBEUSA-N
  • InChI:InChI=1S/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

Substance Classes

Synthesis Path



















Substances Referenced in Synthesis Path

CAS-RN Formula Chemical Name CAS Index Name
17407-55-5 C5H10O3 (S)-2-hydroxy-3-methylbutyric acid
C20H32O4Si benzyl (4S)-4-tert-butyl(dimethyl)silyloxy-5-methyl-3-oxohexanoate
C21H34O4Si (2RS,4S)-4-tert-butyl(dimethyl)silyloxy2,5-dimethyl-3-oxohexanoate
55780-90-0 C11H21NO4 Boc-D-allo-Ileu-OH
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem

Trade Names

Country Trade Name Vendor Annotation
AU Lorem Lorem in combin. with Dexamethasone
EU Lorem Lorem
(wfm = withdrawn from market)

Formulations

References

  • Isolation and antitumor activity:

    • Rinehart, K. L. et al., J. Am. Chem. Soc., (1981) 103, 1857-1859.
    • US 9 999 999 (Pharma Mar S.A.; 10.11.1998; GB-prior. 29.09.1989).
  • Total synthesis:

    • Jou, G. et al., J. Org. Chem., (1997) 62, 354-366.
    • WO 9999 999999 (Pharma Mar S.A., 10.01.2002; GB-prior. 30.06.2000).
    • Flick, A. C. et al. , J. Med. Chem., (2020) 63, 10685-10688; (review of synthesis according to WO 9999 002596).
  • Structure-Activity relationships of the Didemnins:

    • Sakai, R., Rinehart, K. L. et al., J. Med. Chem., (1996) 39, 2819-2834.
  • Activity against COVID-19:

    • White, K. M. et al., Science, (2021) 371, 926-931.
    • Halford, B., Chem. & Engng. News, Febr. 1, (2021), p.5.
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