TDPBP Derivative Aiding Liquid-Phase Synthesis Strategy and ACE Inhibitory Structure-activity Relationship of Anti-SARS Octapeptide

The tri(4'-diphenylphosphonyloxylbenzoyl phenyl) phosphate (TDPBP)

derivatives were designed and developed as C-terminal supports to aid the greener and highefficient liquid-phase peptide synthesis (LPPS) without the need of unrecyclable resin and

chromatographic separation, whereby the anti-SARS octapeptide (2) (AVLQSGFR) was

synthesized with TDPBP-OH support via Fmoc chemistry and support-aided precipitation

(SAP) technology. Furthermore, the ACE inhibition and the inhibitory structure-activity

relationship (SAR) between the synthetic C-terminal amidated derivate (1), anti-SARS

octapeptide (2) and its alanine-scanning sequence analogues (3) to (9) were systematically

studied by HPLC analysis and 3D-QSAR via molecular docking.