Selective Synthesis of Helioxanthin Derivatives with Anti-Hepatitis B Activities via Wittig-Knoevenagel Cyclization and Their Structure-Activity Relationship; Preliminary Studies on the Synthesis of Nitrogen Containing Acene Derivatives via Friedlander Co

• Main Authors: Chia-Hsin Chang, 張加欣
• Other Authors: Jinn-Hsuan Ho
• Format: Others
• Language: zh-TW
• Published: 2011
• Online Access: http://ndltd.ncl.edu.tw/handle/aa699d

碩士 === 國立臺灣科技大學 === 工程技術研究所 === 99 === Part One In previous studies, lignan helioxanthin (He-145) isolated from Taiwania cryptomerioides exhibits remarkable anti-HBV activity. During structure-activity mapping, it was discovered that one He-145 derivative with lactam structure exhibits the highest antiviral activity. In the first part of this dissertation, we developed a selective synthetic scheme for this class of compounds. In twenty compounds we synthesized, six exhibit significant anti-HBV activities. Their structure-activity relationship was also discussed. Part Two Nitrogen containing heteroacenes have higher electron affinity higher then their acene counterparts and therefore also more stable. It is generally recognized that this class of compounds are potential N-type materials. The second part of this dissertation focuses on using Friedlander condensation reaction to construct nitrogen containing acene conjugated systems. Several 5,12-diazapetnacene derivatives were synthesized. It is also found the frontier orbitals of these compounds can be modulated via CN substitution.