Structurally Diverse Alkaloids with Anti-Renal-Fibrosis Activity from the Centipede Scolopendra subspinipes mutilans

Abstract

Twelve new alkaloids, scolopenolines A−L (1−7, 9−11, 13, 14), along with six known analogues, were isolated from Scolopendra subspinipes mutilans, identified by analysis of spectroscopic data and quantum chemical and computational methods. Scolopenoline A (1), a unique guanidyl-containing C 14 quinoline alkaloid, features a 6/6/5 ring backbone. Scolopenoline B ( 2) is a novel sulfonyl-containing heterodimer comprising quinoline and tyramine moieties. Scolopenoline G (7) presents a rare C 12 quinoline skeleton with a 6/6/5 ring system. Alkaloids 1, 8, 10, and 15−18 display anti-inflammatory activity, while 10 and 16−18 also exhibit anti-renal-fibrosis activity. Drug affinity responsive target stability and RNA-interference assays show that Lamp2 might be a potentially important target protein of 16 for anti-renal-fibrosis activity.