New clerodane diterpenoids from the twigs and leaves of Croton euryphyllus

Pan, Zheng‐Hong; Dong, Ning; Wu, Xing‐De; Sisi, Huang; Li, Dianpeng; Lv, Shihong

doi:10.1016/j.bmcl.2015.01.033

Cited by 31 publications

(21 citation statements)

References 18 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…170 Except for an opened 17,12-γ-lactone ring and C-12 oxidation, compound 1064 from C. euryphyllus is quite structurally similar to 1070 and 1071 , which have a butenolide moiety spanning C-19 to C-6, from Teucrium viscidum . 278,382 Crassifolin H ( 1073 ) from C. crassifolius has a similar structure except for the presence of a C-5/C-10 rather than C-4/C-5 double bond. 387 It demonstrated anti-angiogenic activity by reducing vessel formation to 59.3% of the control value at a concentration of 15 μg mL −1 .…”

Section: Structure Classifications and Sources Of Clerodane Diterpmentioning

confidence: 99%

“…92,277 Crotoeurin A ( 1084 ) from C. euryphyllus was the first nor -clerodane diterpenoid dimer connected through a unique cyclobutane ring via a [2 + 2] cycloaddition; its structure was confirmed by single-crystal X-ray diffraction analysis. 382 …”

Section: Structure Classifications and Sources Of Clerodane Diterpmentioning

confidence: 99%

“…294 At a concentration of 10 μM, degraded clerodane compounds 1064, 1083, and 1084 exhibited neurite outgrowth-promoting activity in NGF mediated PC12 cells. 382 …”

Section: Biological Activitiesmentioning

confidence: 99%

See 2 more Smart Citations

Clerodane diterpenes: sources, structures, and biological activities

2016

View full text Add to dashboard Cite

The clerodane diterpenoids are a widespread class of secondary metabolites and have been found in several hundreds of plant species from various families and in organisms from other taxonomic groups. These substances have attracted interest in recent years due to their notable biological activities, particularly insect antifeedant properties. In addition, the major active clerodanes of Salvia divinorum can be used as novel opioid receptor probes, allowing greater insight into opioid receptor-mediated phenomena, as well as opening additional areas for chemical investigation. This article provides extensive coverage of naturally occurring clerodane diterpenes discovered from 1990 until 2015, and follows up on the 1992 review by Merritt and Ley in this same journal. The distribution, chemotaxonomic significance, chemical structures, and biological activities of clerodane diterpenes are summarized. In the cases where sufficient information is available, structure activity relationship (SAR) correlations and mode of action of active clerodanes have been presented.

show abstract

Section: Structure Classifications and Sources Of Clerodane Diterpmentioning

confidence: 99%

Section: Structure Classifications and Sources Of Clerodane Diterpmentioning

confidence: 99%

See 1 more Smart Citation

Clerodane diterpenes: sources, structures, and biological activities

2016

View full text Add to dashboard Cite

show abstract

“…Three 5,10-seco-neo-clerodanes (192)(193)(194) were identified from the same plant (Bautista et al 2014). A dimer, namely crotoeurins A (195), was isolated from Croton euryphyllus, which is linked through C-3 and C-4 to form a four-membered ring (Pan et al 2015). Tilifodiolide (196) was isolated from Salvia tiliaefolia, which constitutes the first natural product with a substituted tetralin skeleton (Rodriguezhahn et al 1990).…”

Section: Type Icmentioning

confidence: 99%

Naturally occurring furanoditerpenoids: distribution, chemistry and their pharmacological activities

et al. 2016

View full text Add to dashboard Cite

Furanoditerpenoids are a special group of diterpenoids composing of one or more furan rings, which are rarely found in nature. This review aims to survey the various naturally occurring furanoditerpenoids and their pharmacological activities. A fairly large number of furanoditerpenoids have been reported from the families Euphorbiaceae, Fabaceae and Lamiaceae, and a few ones from the families Asteraceae, Codoniaceae, Dioscoreaceae, Fossombroniaceae, Jamesoniellaceae, Meliaceae, Menispermaceae, Olacaceae, Psathyrellaceae, Sapindaceae and Scapaniaceae. Their distribution correlates strongly with the taxonomic divisions. Most of these plants are widely used in traditional medicines, and furanoditerpenoids have therefore been disclosed with a wide range of bioactivities including anti-cancer, antiinflammation and anti-microorganism. To structure this review, the furanoditerpenoids were classified into seven types, including clerodane-type (Type I), labdane-type (Type II), cassane-type (Type III), abietane-type (Type IV), spongian-type (Type V), prenylbisabolane-type (Type VI) and miscellaneous type (Type VII). On the basis of 170 references, this review covers the distribution, phytochemistry, synthesis and pharmacological activities of furanoditerpenoids, describing 444 compounds. The information provided in this review might shed light on further research and development of furanoditerpenoids as potential therapeutic agents.

show abstract

“…In a chemical study of the twigs and leaves of Croton euryphyllus, a nor-clerodanoid dimer, namely crotoeurin A (51), was isolated, which contains a unique cyclobutane ring formed via [2 + 2] cycloaddition [49]. The structure was elucidated by spectroscopic analysis and the configuration was confirmed by single crystal X-ray diffraction.…”

Section: Family Euphorbiaceaementioning

confidence: 99%

Untitled

2016

Planta Med

View full text Add to dashboard Cite

New clerodane diterpenoids from the twigs and leaves of Croton euryphyllus

Cited by 31 publications

References 18 publications

Clerodane diterpenes: sources, structures, and biological activities

Clerodane diterpenes: sources, structures, and biological activities

Naturally occurring furanoditerpenoids: distribution, chemistry and their pharmacological activities

Untitled

Contact Info

Product

Resources

About