Study On The Chemical Constituents Of The Roots Of Indigofera Kirilowii And 3-nitropropanoyl Glucopynanoses

The roots of Indigofera spp have been used as main substitutes for traditional Chinese drug"ShanDouGen"in many provinces of China such as Shanxi, Henan, Hubei, Anhui and so on, usually called"Mu-Lan-Shan-Dou-Gen".In this paper, we studied the chemical constitutes of the roots of Indigofera kirilowii Maxim. which is one of the main resources of"Mu-Lan-Shan-Dou-Gen". Fifteen compounds were isolated and purified from the alcohol extracts by solvent extraction, silica gel column chromatography and re-crystallization. On the basis of various modern spectral analysis(IR,FAB-MS,1HNMR,13CNMR,DEPT,~1H-~1HCOSY,HSQC,HMBC)and classical chemical methods, the structures of 12 compounds were elucidated as 2-O-acryloyl-3,6-di-O-[3-nitropropanoyl]-α-D- glucopyranose (IKrC-1),corollin (IKrC-2), 2-O-acryloyl-3,4,6-tri-O-[3-nitropropan- oyl]-α-D-glucopyranose (IKrC-3), 3-O-acryloyl-2,6-di-O-[3-nitropropanoyl]-α-D- glucopyranose (IKrC-4),β–sitosterol (IKrC-5), lupeol (IKrC-6), 3-nitropropionic acid (IKrC-8), 4-O-acryloyl-2,3, 6-tri-O-[3-nitropropanoyl]-α-D-glucopyranose (IKrC-9), betulinic acid (IKrC-10), daucosterol (IKrC-11a), stigmasterol–3-O– glucopyranoside(IKrC-11b), 2,3,4,6-tetra-O-[3-nitropropanoyl]-α-D-glcopyranose (IKrC-12). Among these compounds, IKrC-3 (kirilowin A), IKrC-1 (kirilowin B), IKrC-4, and IKrC-9 were new compounds, and the other compounds were reported from I. kirilowii for the first time.We also summarized the chemical and bioactive studies on Shan- Dou-Gen and Indigofera spp. Meanwhile, the structures, NMR spectroscopic characteristics and physico-chemical properties of 3-nitropropanoyl glucopyranoses were summarized.