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Oridonin, a Promising ent -Kaurane Diterpenoid Lead Compound

View Article: PubMed Central - PubMed

ABSTRACT

Oridonin belongs to ent-kaurane tetracyclic diterpenoid and was first isolated from Isodon species. It exhibits inhibitory activities against a variety of tumor cells, and pharmacological study shows that oridonin could inhibit cell proliferation, DNA, RNA and protein synthesis of cancer cells, induce apoptosis and exhibit an antimutagenic effect. In addition, the large amount of the commercially-available supply is also very important for the natural lead oridonin. Moreover, the good stability, suitable molecular weight and drug-like property guarantee its further generation of a natural-like compound library. Oridonin has become the hot molecule in recent years, and from the year 2010, more than 200 publications can be found. In this review, we summarize the synthetic medicinal chemistry work of oridonin from the first publication 40 years ago and share our research experience of oridonin for about 10 years, which may provide useful information to those who are interested in this research field.

No MeSH data available.


The synthesis of 15,16-seco-ent-kaurane rubescensin S (34) from oridonin.
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ijms-17-01395-f017: The synthesis of 15,16-seco-ent-kaurane rubescensin S (34) from oridonin.

Mentions: In the year 2011, Zhang et al. synthesized rubescensin S (34) from oridonin by two steps and revised its stereochemistry (Figure 17) [73]. An effective two-step transformation from oridonin to the 15,16-seco-ent-kaurane skeleton (rubescensin S) was achieved. This key compound provided a good building block for further construction of a natural product-like 15,16-seco-ent-kaurane compound library. They also revised its structure of the 13S configuration instead of the reported 13R.


Oridonin, a Promising ent -Kaurane Diterpenoid Lead Compound
The synthesis of 15,16-seco-ent-kaurane rubescensin S (34) from oridonin.
© Copyright Policy
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC5037675&req=5

ijms-17-01395-f017: The synthesis of 15,16-seco-ent-kaurane rubescensin S (34) from oridonin.
Mentions: In the year 2011, Zhang et al. synthesized rubescensin S (34) from oridonin by two steps and revised its stereochemistry (Figure 17) [73]. An effective two-step transformation from oridonin to the 15,16-seco-ent-kaurane skeleton (rubescensin S) was achieved. This key compound provided a good building block for further construction of a natural product-like 15,16-seco-ent-kaurane compound library. They also revised its structure of the 13S configuration instead of the reported 13R.

View Article: PubMed Central - PubMed

ABSTRACT

Oridonin belongs to ent-kaurane tetracyclic diterpenoid and was first isolated from Isodon species. It exhibits inhibitory activities against a variety of tumor cells, and pharmacological study shows that oridonin could inhibit cell proliferation, DNA, RNA and protein synthesis of cancer cells, induce apoptosis and exhibit an antimutagenic effect. In addition, the large amount of the commercially-available supply is also very important for the natural lead oridonin. Moreover, the good stability, suitable molecular weight and drug-like property guarantee its further generation of a natural-like compound library. Oridonin has become the hot molecule in recent years, and from the year 2010, more than 200 publications can be found. In this review, we summarize the synthetic medicinal chemistry work of oridonin from the first publication 40 years ago and share our research experience of oridonin for about 10 years, which may provide useful information to those who are interested in this research field.

No MeSH data available.