Synthetic studies of arboflorine

การสังเคราะห์ผลิตภัณฑ์ธรรมชาติอาโบโฟลรีน

Name: Artid Buaphan

Name: อาทิตย์ บัวผัน

LCSH: Natural products -- Synthesis -- Research

Abstract: Arboflorine, a Natural products isolated from the plant family Kopsia found in the region of Southeast Asia, India and China. In Southeast Asia, some of the traditional treatments for ailments including rheumatoid, edema and tonsillitis rely on extracts from Kopsia plants. Although the biological tests of arboflorine no biological activity, however many indole alkaloids isolated from the genus Kopsia possess interesting biological activities. Our objective of this research is to find ways to synthesize natural products and others indole alkaloid synthesis to lead by key reaction Ene-Yne metathesis reaction was to reduce the number of steps of the synthesis. Herein we report synthesis of key fragments of afboflorine via ene-yne metathesis. We have obtained a small amount of advanced intermediate via ene-yne metathesis. The obstacle of the synthesis seems to be unexpected isomerization of one of the starting material. Facing with this obstacle we turn our attention to another related indole alkaloid, hirsutine which is indoloquinolizidine alkaloid isolated from the plant family Hirsutus and Uncaria extraction used as a traditional medicine in China to treat convulsions analgesic and a sedative. Recently, hirsutine attracted the attention of the medical community for its ability to inhibit the growth of influenza A virus (subtype H3N2) with an EC50 value of 0.40-0.57 μg/mL; thus, hirsutine is 10-20 times more potent than the clinically used drug ribavirin. Herein we report a concise synthetic method that gave the tetracyclic core of hirsutine in the form of enamide with functionality suitable for further synthetic steps toward hirsutine.

มหาวิทยาลัยศิลปากร. สำนักหอสมุดกลาง

Address: นครปฐม (Nakorn Prathom)

Email: wangthapralibrary@gmail.com

Name: Punlop Kuntiyong

Role: Advisor

Name: พัลลภ คันธิยงค์

Role: อาจารย์ที่ปรึกษาหลัก

Created: 2013

Modified: 2025-06-06

Issued: 2025-06-06

วิทยานิพนธ์/Thesis

application/pdf

eng

DegreeName: Master of Science

Level: Master's Degree

Descipline: Organic Chemistry

Grantor: Silpakorn University

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