3-蒈烯是一种手性单萜林产生物质资源，主要存在于松节油中。本项目以3-蒈烯为原料，先经区域选择性氧化反应得到含氧衍生物，再对含氧衍生物的反应性官能团作深入改性，设计和合成3-蒈烯1，2，3-三唑、3-蒈烯1，3，4-噻二唑-偶氮、3-蒈烯噻唑-腙、3-蒈烯肟醚、3-蒈烯磺酸肟酯以及3-蒈烯双1，3，4-噁二唑-酰胺等六类具有生物活性的新型3-蒈烯衍生物，以实现生物活性结构单元的优化与叠加。探索目标产物的合成条件，表征其结构，测试其生物活性（如除草、抑菌、抗肿瘤等），研究目标产物的取代基结构与其生物活性的关系，并研究1，3，4-噻二唑-偶氮衍生物围绕氮氮双键以及噻唑-腙衍生物和肟醚衍生物围绕碳氮双键的E式和Z式的光异构反应，以探求天然产物基新型生物活性先导化合物，为减少药物的耐药性提供有价值的实验依据，为开发新型农药或医药打下基础，为林产资源3-蒈烯的开发和利用提供新的途径。

3-Carene, a chiral monoterpene, is a forest biomass resource which mainly occurs in turpentine. At first, 3-carene will be regioselectively oxidized to give its derivatives containing oxygen. Then, six types of novel 3-carene-based biologically active derivatives, i.e. 3-carene-based 1, 2, 3-trizoles, 3-carene-based 1, 3, 4-thiadiazole-azoes, 3-carene-based thiazole-hydrazones, 3-carene-based oxime ethers, 3-carene-based oxime sulfonates, and 3-carene-based bis 1, 3, 4-oxadiazole-amides, will be designed and synthesized by the further modification of the reactive functional groups in the derivatives containing oxygen, in order to realize optimization and overlay of the bioactive structural units. The synthetic conditions of the target products will be explored, their structures will be characterized, their bioactivities including herbicidal, antimicrobial, and antitumor activities will be tested, the relationship between the structures of the substituents in the target products and their biological activities will be studied, and the photoisomerization of the E form and Z form of the 1, 3, 4-thiadiazole-azo derivatives around nitrogen-nitrogen double bond and the thiazole-hydrazone derivatives and oxime ether derivatives around carbon-nitrogen double bond will be investigated. This research project aims at exploring novel natural-product-based lead compounds with bioactivities, supplying valuable experimental evidence for reducing drug resistance, laying a foundation for the development of new pesticides or pharmaceuticals, and providing a new way for the development and utilization of the 3-carene which is a forest resource.