aplysiatoxin and carvone

aplysiatoxin has been researched along with carvone* in 1 studies

Other Studies

1 other study(ies) available for aplysiatoxin and carvone

ArticleYear
Design, synthesis, and biological activity of a synthetically accessible analog of aplysiatoxin with an (R)-(-)-carvone-based conformation-controlling unit.
    Bioscience, biotechnology, and biochemistry, 2022, Jul-22, Volume: 86, Issue:8

    Simplified analogs of aplysiatoxin (ATX) such as 10-Me-aplog-1 exhibit potent antiproliferative activity toward human cancer cell lines by activating protein kinase C (PKC). However, the synthesis of 10-Me-aplog-1 involved a 23-step longest linear sequence (LLS). Therefore, we have been working toward the development of a more synthetically accessible analog of ATX. In this study, we designed a new analog of ATX wherein a cyclic ketal moiety derived from (R)-(-)-carvone replaced the spiroketal moiety in 18-deoxy-aplog-1. The new analog's synthesis proceeded in an 8-step LLS. Although the configuration at position 3 of the cyclic ketal in the (R)-(-)-carvone-based analog was opposite to those of ATX and 18-deoxy-aplog-1, the antiproliferative activity toward human cancer cell lines of the carvone-based analog was comparable with that of 18-deoxy-aplog-1. The obtained results indicate the potential of the carvone-based analog as a basis for discovering PKC-targeting molecules requiring a decreased number of synthetic steps.

    Topics: Antineoplastic Agents; Cell Line, Tumor; Cell Proliferation; Cyclohexane Monoterpenes; Humans; Lyngbya Toxins; Protein Kinase C; Structure-Activity Relationship

2022