Synthesis of the Corrected Structure Assigned to Clonorosin B, an Alkaloid Obtained from the Soil-derived Fungus <i>Clonostachys rosea</i> YRS-06
The revised structure, <b>2</b>, assigned to the title natural product has been prepared by chemical synthesis using a reaction sequence involving six simple steps starting from 2,3-dimethoxybenzaldehyde and proceeding via intermediates <b>8</b>, <b>12</b>, and <b>14</b>. A comparison of the NMR data acquired on synthetically derived compound <b>2</b> with those reported for the natural product reveals an excellent match. Preliminary biological screening of compound <b>2</b> along with analogues/precursors <b>7</b>, <b>9</b>, <b>10</b>, <b>11</b>, <b>13</b>, <b>14</b>, and <b>15</b> revealed that none exhibited antibacterial, antifungal or cytotoxic effects.
Authors
- Robert J. Capon (ORCID: https://orcid.org/0000-0002-8341-7754)
- Martin G. Banwell (ORCID: https://orcid.org/0000-0002-0582-475X)
- Zeinab G. Khalil (ORCID: https://orcid.org/0000-0002-9285-1720)
- Weiguang Yang (ORCID: https://orcid.org/0000-0002-7983-2576)
- Ping Lan (ORCID: https://orcid.org/0000-0002-9285-3259)
- Yong-Ying Han
Institutions
- Jinan University (CN)
- The University of Queensland (AU)
- Guangdong Medical College (CN)
Publication Details
- Journal
- Journal of Natural Products
- Published
- 2024-08-20
- DOI
- https://doi.org/10.1021/acs.jnatprod.4c00777
- Primary Topic
- Chemical synthesis and alkaloids
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China
- Ministry of Science and Technology of the People's Republic of China
- Australian Research Council