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One new cyclic hexapeptide named rubipodanin A ( 1 ), which is the first identified natural  N -desmonomethyl Rubiaceae-type cyclopeptide, together with six known Rubiaceae-type cyclopeptides ( 2 – 7 ) were obtained using the TLC cyclopeptide protosite detection method with ninhydrin from the roots and rhizomes of  Rubia podantha . The cyclopeptide structures were elucidated by extensive spectroscopic analysis, including 1D-NMR, 2D-NMR, IR, UV and MS. The solution conformation and biological activities of  1  and RA-V ( 4 ) were evaluated, and the results demonstrated that the  N   9 -methyl group plays a vital role in the maintenance of the conformation and bioactivity.

plos one

Rubipodanin A, the First Natural N-Desmonomethyl Rubiaceae-Type Cyclopeptide from Rubia podantha, Indicating an Important Role of the N9-Methyl Group in the Conformation and Bioactivity