NATURAL PRODUCT SYNTHESIS VIA EPISULFONIUM ION INITIATED

通过环磺离子引发的天然产物合成

• 批准号: 3292084
• 负责人: THOMAS Stuart LIVINGHOUSE
• 金额: $ 6.56万
• 依托单位: MONTANA STATE UNIVERSITY - BOZEMAN
• 依托单位国家: 美国
• 财政年份: 1987
• 资助国家: 美国
• 起止时间: 1987-09-01 至 1989-08-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/3292084
• 关键词: analgesics; antineoplastics; drug design /synthesis /production; morphinans; polyenes

The objectives will be to develop improved chemical syntheses for biologically significant natural products and their structural analogs. These syntheses are destined to rely upon new procedures for effecting episulfonium ion initiated carboannulations which we have recently discovered. Specific molecules targeted for synthesis include the anti-cancer agent taxodione and the morphinan analgesics. The cytotoxin taxodione has exhibited significant activity in vivo against Walker intramuscular carcinsarcoma 256 in rats and in vitro against cells derived from human carcinoma of the nasopharnyx (KB). The analgesic morphine and its analogs have a rich history of clinical use for the relief of severe pain resulting from physical trauma and chronic illnesses. In addition to the above objectives, the utilization of sulfenium ion promoted cyclizations involving vinylcyclopropane and higher order polyene initiators will be synthetically evaluated.

目标是开发改进的化学合成方法， 具有生物学意义的天然产物及其结构类似物。 这些合成注定要依赖于新的程序来实现 表锍离子引发的碳环化， 发现了 用于合成的特定靶分子包括 抗癌剂紫杉二酮和吗啡喃镇痛剂。 细胞毒素紫杉二酮在体内表现出显著的活性， 步行者肌内癌肉瘤256在大鼠体内及体外抗细胞作用 来源于人鼻咽癌（KB）。 镇痛吗啡及其类似物具有丰富的临床应用历史 用于缓解由身体创伤和慢性 疾病。 除上述目的外，硫鎓离子的利用 涉及乙烯基环丙烷和高级多烯的促进环化 将对引发剂进行综合评价。