Limits...
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.


Synthesis of furoxan/oridonin NO-releasing hybrids (18).
© Copyright Policy
Related In: Results  -  Collection

License
getmorefigures.php?uid=PMC5037675&req=5

ijms-17-01395-f009: Synthesis of furoxan/oridonin NO-releasing hybrids (18).

Mentions: Nitric oxide (NO) is a key mediator involved in many physiological and pathological processes. Li et al. synthesized several series of furoxan/oridonin hybrids (Figure 9) and evaluated the antiproliferative activity against four cancer cell lines (Bel-7402, CaEs-17, MGC-803, and K562) [38]. All of the target compounds released high levels of NO (more than 15 μM) at the time point of 60 min in vitro and exhibited stronger antiproliferative activity than the parent oridonin. Higher levels of NO-releasing capacity could be beneficial to cytotoxicity. In each series of the target synthetic hybrids, the derivative (18) with R10 of o-C6H4 and R11 of (CH2)3 exhibited the strongest antiproliferative activity among the designed hybrids with IC50 values in (sub)micromolar ranges. The linkages between the NO donor and drug molecule always affect the NO-releasing ability and biological activity.


Oridonin, a Promising ent -Kaurane Diterpenoid Lead Compound
Synthesis of furoxan/oridonin NO-releasing hybrids (18).
© Copyright Policy
Related In: Results  -  Collection

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

ijms-17-01395-f009: Synthesis of furoxan/oridonin NO-releasing hybrids (18).
Mentions: Nitric oxide (NO) is a key mediator involved in many physiological and pathological processes. Li et al. synthesized several series of furoxan/oridonin hybrids (Figure 9) and evaluated the antiproliferative activity against four cancer cell lines (Bel-7402, CaEs-17, MGC-803, and K562) [38]. All of the target compounds released high levels of NO (more than 15 μM) at the time point of 60 min in vitro and exhibited stronger antiproliferative activity than the parent oridonin. Higher levels of NO-releasing capacity could be beneficial to cytotoxicity. In each series of the target synthetic hybrids, the derivative (18) with R10 of o-C6H4 and R11 of (CH2)3 exhibited the strongest antiproliferative activity among the designed hybrids with IC50 values in (sub)micromolar ranges. The linkages between the NO donor and drug molecule always affect the NO-releasing ability and biological activity.

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.