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Plitidepsin
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Synonyms:
Aplidine; Dehydrodidemnin B; DDB; N-[1-(1,2-dioxopropyl)-L- prolyl]-didemnin A
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ATC:
L01XX57
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Use:
Lorem
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Chemical name:
Lorem ipsum dolor sit amet, consetetur sadipscing elitr, sed diam
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Formula:
Lorem ipsum dolor sit amet,
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MW:1110.36 g/mol
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CAS-RN:137219-37-5
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InChI Key:UUSZLLQJYRSZIS-LXNNNBEUSA-N
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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
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 |
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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(wfm = withdrawn from market)
References
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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).
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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).
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Structure-Activity relationships of the Didemnins:
- Sakai, R., Rinehart, K. L. et al., J. Med. Chem., (1996) 39, 2819-2834.
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Activity against COVID-19:
- White, K. M. et al., Science, (2021) 371, 926-931.
- Halford, B., Chem. & Engng. News, Febr. 1, (2021), p.5.