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Literature DB >> 15524475

Maoecrystal V, cytotoxic diterpenoid with a novel C19 skeleton from Isodon eriocalyx (Dunn.) hara.

Sheng-Hong Li¹, Jia Wang, Xue-Mei Niu, Yun-Heng Shen, Hong-Jie Zhang, Han-Dong Sun, Ma-Lin Li, Qin-E Tian, Yang Lu, Peng Cao, Qi-Tai Zheng.

Abstract

Maoecrystal V (1), a novel C(19) diterpenoid possessing a unique 6,7-seco-6-nor-15(8-->9)-abeo-5,8-epoxy-ent-kaurane skeleton, was isolated from the leaves of a Chinese medicinal herb, Isodon eriocalyx. Its structure was determined by comprehensive NMR and MS spectroscopic analysis and confirmed by single-crystal X-ray diffraction study. Compound 1 showed remarkable inhibitory activity toward HeLa cells with IC(50) = 0.02 microg/mL (cis-platin: IC(50) = 0.99 microg/mL).

Entities: Chemical Species

Mesh：

Substances：
Diterpenes

Year: 2004 PMID： 15524475 DOI： 10.1021/ol0481535

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

20 in total

1. Studies toward the synthesis of maoecrystal V.

Authors: Zhenhua Gu; Armen Zakarian
Journal: Org Lett Date: 2011-01-27 Impact factor: 6.005

2. Toward the total synthesis of maoecrystal V: an intramolecular Diels-Alder route to the maoecrystal V pentacyclic core with the appropriate relative stereochemistry.

Authors: Feng Peng; Samuel J Danishefsky
Journal: Tetrahedron Lett Date: 2011-04-27 Impact factor: 2.415

Maoecrystal V, cytotoxic diterpenoid with a novel C19 skeleton from Isodon eriocalyx (Dunn.) hara.

1. Studies toward the synthesis of maoecrystal V.

2. Toward the total synthesis of maoecrystal V: an intramolecular Diels-Alder route to the maoecrystal V pentacyclic core with the appropriate relative stereochemistry.

3. Synthetic Studies towards Maoecrystal V.

4. A synthesis of the carbocyclic core of maoecrystal V.

5. Cryptic and Stereospecific Hydroxylation, Oxidation, and Reduction in Platensimycin and Platencin Biosynthesis.

6. Pd(II)-catalyzed carbonylation of C(sp3)-H bonds: a new entry to 1,4-dicarbonyl compounds.

7. Total synthesis of maoecrystal V: early-stage C-H functionalization and lactone assembly by radical cyclization.

8. Photocatalytic Radical Aroylation of Unactivated Alkenes: Pathway to β-Functionalized 1,4-, 1,6-, and 1,7-Diketones.

9. Oxidative Coupling of Enolates, Enol Silanes and Enamines: Methods and Natural Product Synthesis.

10. Total synthesis of (±)-maoecrystal V.