Total Synthesis of Leiocarpin C and (+)‐Goniodiol <i>via</i> an Olefin Cross‐Metathesis Protocol

Krishna, Palakodety Radha; Alivelu, Munagala

doi:10.1002/hlca.201000365

Cited by 12 publications

(1 citation statement)

References 18 publications

(7 reference statements)

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“…Studies on three human cells lines, namely HL-60 (leukemia cells), HCT-8 (colon cancer cells) and MDA-MB-435 (melanoma cells) showed that leiocarpin is cytotoxic and its half-maximal inhibitory concentration (IC 50 ) values are 5.5, 6.9 and 13.7 µg/ml, respectively (Militão et al, 2007). Studies on understanding the synthesis of this compound have been reported (Yadav et al, 2008;Krishna and Alivelu, 2011).…”

Section: Pterocarpansmentioning

confidence: 99%

Compounds isolated from Harpalyce brasiliana Benth and their pharmacological properties

Marek¹,

Itinose²

2014

J. Med. Plants Res.

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Harpalyce brasiliana Benth, known as snakeroot, is one of the most popular herbal medicines against snakebite in South America. A hydroalcoholic solution is traditionally prepared from the roots of H. brasiliana. In the last two decades, understanding the pharmacological properties and the possible medicinal applications of H. brasiliana has increased considerably. H. brasiliana has antivenom activity and anticarcinogenic, antimicrobial and antioxidant properties. Various in vitro and in vivo studies have shown H. brasiliana's diverse biological properties and its potential for disease treatment. The different biological effects of this plant may be attributable to the presence of secondary active metabolites such as pterocarpans, triterpenoids, chalcones and flavonoids. This overview presents different aspects of this plant and the pharmacological properties of its compounds through a review of the available literature. The results support the use of H. brasiliana in the treatment of snakebite and its potential for treatment of other diseases in folk medicine.

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Section: Pterocarpansmentioning

confidence: 99%

Compounds isolated from Harpalyce brasiliana Benth and their pharmacological properties

Marek¹,

Itinose²

2014

J. Med. Plants Res.

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Alkene Cross‐Metathesis Reactions

et al. 2021

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This chapter describes olefin cross‐metathesis (CM) reactions catalyzed by ruthenium, molybdenum, and tungsten complexes and surveys the literature from 1993 through 2020. Cross‐metathesis has been applied to the synthesis of a wide range of functionalized alkenes, including natural and biologically active products. Due to its simplicity and inherit atom economy, CM has found applications in the preparation of fine chemicals and various building blocks, and in transformations of biomass. Tandem reactions involving CM as the key step are also reviewed. Examples discussed in this chapter serve to illustrate how the reactivity of alkene substrates in CM depends on the presence of functional groups and steric congestion in the proximity of the reacting double bonds. A discussion of the mechanism of olefin metathesis is also included.

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Recent Advances in the Field of Naturally Occurring 5,6‐Dihydropyran‐2‐ones

Marco

Cardá

2013

Natural Lactones and Lactams

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Total Synthesis of Leiocarpin C and (+)‐Goniodiol via an Olefin Cross‐Metathesis Protocol

Abstract: A stereoselective total synthesis of leiocarpin C (2) and (þ)-Goniodiol (1) by applying olefin crossmetathesis and substrate directed dihydroxylation as the key steps is reported (Scheme 3).

Cited by 12 publications

References 18 publications

Compounds isolated from Harpalyce brasiliana Benth and their pharmacological properties

Compounds isolated from Harpalyce brasiliana Benth and their pharmacological properties

Alkene Cross‐Metathesis Reactions

Recent Advances in the Field of Naturally Occurring 5,6‐Dihydropyran‐2‐ones

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