Caesanines A-D, new cassane diterpenes with unprecedented N bridge from Caesalpinia sappan.

@article{Zhang2013CaesaninesAN,
  title={Caesanines A-D, new cassane diterpenes with unprecedented N bridge from Caesalpinia sappan.},
  author={Jingyu Zhang and Wael M Abdel-Mageed and Miaomiao Liu and Pei Huang and Wenni He and Li Li and Fuhang Song and Huanqin Dai and Xueting Liu and Jing-yu Liang and Lixin Zhang},
  journal={Organic letters},
  year={2013},
  volume={15 18},
  pages={
          4726-9
        }
}
Serial antibacterial furanoditerpenes caesanines A-D (1-4), possessing a cassane-type diterpenoid skeleton with an unusual N bridge between C-19/C-20, were identified from a Chinese herb Caesalpinia sappan Linn. In addition, caesanine D (4) showed the first class of dicassane diterpenoid ethers. Their structures were determined by different spectroscopic methods and ECD calculation. Caesanines A and B exhibited strong activities against MRSA suggesting a promising entry point for the… 
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New Cassane Diterpenoids from Caesalpinia sappan and Their Antiplasmodial Activity
TLDR
Two new cassane diterpene possessing an unusual N bridge between C-19 and C-20 named caesalsappanin R and S were isolated from the seeds of Caesalpinia sappan with methanol extract by spectroscopic analysis and examined alongside existing data from prior studies.
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Three dimeric cassane diterpenoids, caesalpanins A–C, were isolated from the seeds of Caesalpinia sappan L., as well as three known compounds. Their structures were determined via analysis of 1D‐,…
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A putative biosynthetic pathway is proposed based on a regular intermolecular Diels-Alder reaction and an intramolecular nucleophilic addition of dimeric cassane diterpenoids.
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