Synthesis of the Corrected Structure Assigned to Clonorosin\nB, an Alkaloid Obtained from the Soil-derived Fungus <i>Clonostachys\nrosea</i> YRS-06

The\nrevised structure, <b>2</b>, assigned to the title natural\nproduct has been prepared by chemical synthesis using a reaction sequence\ninvolving six simple steps starting from 2,3-dimethoxybenzaldehyde\nand proceeding via intermediates <b>8</b>, <b>12</b>,\nand <b>14</b>. A comparison of the NMR data acquired on synthetically\nderived compound <b>2</b> with those reported for the natural\nproduct reveals an excellent match. Preliminary biological screening\nof 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\nantibacterial, antifungal or cytotoxic effects.

Publication Details

Journal
Figshare
Published
2024-08-20
DOI
https://doi.org/10.1021/acs.jnatprod.4c00777.s004
Primary Topic
Microbial Natural Products and Biosynthesis
Type
article
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article

Synthesis of the Corrected Structure Assigned to Clonorosin\nB, an Alkaloid Obtained from the Soil-derived Fungus Clonostachys\nrosea YRS-06

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Microbial Natural Products and Biosynthesis
article

Synthesis of the Corrected Structure Assigned to Clonorosin\nB, an Alkaloid Obtained from the Soil-derived Fungus Clonostachys\nrosea YRS-06

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Abstract

The\nrevised structure, <b>2</b>, assigned to the title natural\nproduct has been prepared by chemical synthesis using a reaction sequence\ninvolving six simple steps starting from 2,3-dimethoxybenzaldehyde\nand proceeding via intermediates <b>8</b>, <b>12</b>,\nand <b>14</b>. A comparison of the NMR data acquired on synthetically\nderived compound <b>2</b> with those reported for the natural\nproduct reveals an excellent match. Preliminary biological screening\nof 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\nantibacterial, antifungal or cytotoxic effects.

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Microbial Natural Products and Biosynthesis
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