2 results about "Mitsunobu reaction" patented technology

The application discloses a full synthesis method of cephinold H and fortalpinoid C, comprising the following steps: taking natural product cephanolide B as a raw material, carrying out oxidative de-arrangement and acetylation to obtain a dienone compound, then carrying out ring expansion rearrangement to obtain natural product cephinold H as a secondary product, then introducing an occupying group (Br or Cl atom) to improve the regioselectivity of the ring expansion rearrangement, so that a ring expansion product substituted with a halogen atom (Br or Cl atom) is obtained in a high proportion, then removing the halogen atom (Br or Cl atom) under a palladium catalytic reduction condition to obtain natural product cephinold H, then oxidizing cephinold H by selenium dioxide and reducing by sodium borohydride to obtain natural product fortalpinoid C with opposite configuration, and finally inverting the configuration of the hydroxyl group through a Mitsunobu reaction, so that the chemical synthesis of fortalpinoid C is realized, and the synthesis route has the advantages of simplicity, high efficiency, simple operation, low cost and the like, and is suitable for the mass synthesis of cephinold H and fortalpinoid C, and provides an important material basis for the bioactivity evaluation of the two products.

This invention discloses a apigenin-betaine compound and its preparation method. The compound uses apigenin (Api) as its core, with -O-(CH2) at the 7', 4', and / or 5-position hydroxyl groups. n -N + (CH3)2-CH2COO ‑ Fragment substitution (n=2~12, x=1~3) forms an internal salt-type zwitterionic structure. In preparation, apigenin is first reacted with bromool Br(CH2). n A mitsunobu reaction was performed on OH under triphenylphosphine / dialkyl azodicarbonate conditions to obtain mono / polysubstituted bromoalkoxylated apigenin; subsequently, nucleophilic substitution with N,N-dimethylglycine under alkaline conditions yielded the target product. This structure, possessing both a tunable alkyl chain and a betaine cation / anion pair, significantly enhances the solubility and hydration capacity of apigenin in aqueous / alcoholic media, strengthens its affinity and stability for biomembranes, thereby improving in vivo absorption and distribution and potentially maintaining its antioxidant and anti-inflammatory activities. The method is mild, with a wide solvent and temperature range, suitable for scale-up and formulation applications.