Advances in Application of Marine Bioactive Peptides in Drug Development
- Corresponding author: Sun Dequn, dequn.sun@sdu.edu.cn
Citation:
Lu Wenyu, Yu Wenjing, Sun Dequn. Advances in Application of Marine Bioactive Peptides in Drug Development[J]. Chinese Journal of Organic Chemistry,
;2017, 37(7): 1681-1700.
doi:
10.6023/cjoc201612062
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Reagents and conditions: (a) [Ru]/(P×P)=3 mol%, [RuCl2(pcymene)]2/(S)-SYNPHOS, H2, 13 MPa, 50 ℃, 117 h; (b) (1) LiHMDS, HMPA, THF, -78 ℃, 25 min; (2) MeOTf, -20 ℃, 15 min; (c) LiOH, EtOH/H2O, overnight.
Reagents and conditions: (a) Fmoc-Dap (2 equiv.), HATU (2 equiv.), DIEA (4 equiv.); (b) 20% piperidine in DMF; (c) Fmoc-MeVal-Val-Dil-OH (2 equiv.), HATU (2 equiv.), DIEA (4 equiv.); (d) 20% piperidine in DMF; (e) 2% TFA in CH2Cl2.
Reagents and conditions: (a) CDI, THF; (b) CH2(CO2CH3)CO2K, MgCl2, THF; (c) NaBH4, MeOH; (d) CH3I, Ag2O, DMF; (e) aqueous NaOH, dioxane; (f) isobutene, H+; (g) H2, Pd-C, t-BuOH/H2O; (h) Z-Val-OH, DCC, CH2Cl2; (i) Dov, DEPC, Et3N, DMF; (j) TFA, CH2Cl2; (k) H-Dap-OBzl•HCl, DEPC, Et3N, DMF; (l) DEPC, Et3N, DMF.
Reagents and conditions: (a) (1) DEPC, Et3N, DMF, 0 ℃, 4 h; (2) r.t., 20 h; (b) 4 mol•L-1 HCl/dioxane, r.t., 1 h; (c) H2, 5% Pd-C, THF, r.t., 2~3 h; (d) (1) DCC, 1-hydroxybenzotriazole, N-methylmorpholine, THF/DMF (V:V=2:1), 0 ℃, 3 h; (2) r.t., 26 h; (e) Bu4N+F-, THF, r.t., 1 h; (f) (1) DEPC, i-Pr2EtN, DMF, 0 ℃, 4 h; (2) r.t., 1 h; (g) TBDMS-Cl, imidazole, DMF, r.t., 37 h; (h) (1) DCC, DMAP, CH2Cl2, 0 ℃, 3 h; (2) r.t., 16~22 h; (i) Zn, 1 mol•L-1 NH4OAc (aqueous), THF, r.t., 30 h; (j) Bop-Cl, Et3N, CH2Cl2, 2 ℃, 3 d; (k) TMSOTf, CH2Cl2, 0 ℃, 3 h; (m) Pd, HCO2H, MeOH.