Arteminolide, an Inhibitor of Farnesyl Transferase from <i>Artemisia</i> <i>sylvatica</i>

Lee, Seung Ho; Kim, Mi Jeong; Bok, Song Hae; Lee, Hee Soon; Kwon, Byoung‐Mog; Shin, Jong Heon; Seo, Young Wan

doi:10.1021/jo980919p

Cited by 40 publications

(13 citation statements)

References 19 publications

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“…After 48 h no aldehyde 21 was detected by TLC. The mixture was poured into a separating funnel containing 20 mL saturated aqueous NH 4 Cl solution. The aqueous layer was extracted with EtOAc (7 15 mL).…”

Section: Synthesis Of Solandelactones G and Hmentioning

confidence: 99%

“…Column chromatography and flash column chromatography were performed on silica gel 60, 0.040-0.063 mm (230-400 mesh). TLC (monitoring the course of the reactions) was performed on pre-coated plastic sheets (Polygram SIL G/UV254, Macherey-Nagel) with detection by colouration with cerium molybdenum solution [phosphomolybdic acid (25 g), CeA C H T U N G T R E N N U N G (SO 4 [10] (7.82 g, 18.5 mmol, 1.2 equiv. ); the solution became cloudy immediately until a colourless emulsion formed.…”

Section: Experimental Section General Proceduresmentioning

confidence: 99%

“…Useful biological activities include inhibitory activity against 5-lipoxygenase [3a] and farnesyl transferase, [1] an enzyme responsible for the expression of the ras protein which is found in cancer cells. [4] Since the availability of these oxylipins from natural sources is limited, considerable synthetic efforts in the area were triggered. [5] Within the Solandelactone series, the E and F products were only recently synthesized (1-4 mg).…”

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confidence: 99%

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Total Synthesis of Marine Oxylipins Solandelactones A–H

Pietruszka¹,

Rieche²

2008

Adv Synth Catal

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Section: Synthesis Of Solandelactones G and Hmentioning

confidence: 99%

Section: Experimental Section General Proceduresmentioning

confidence: 99%

mentioning

confidence: 99%

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Total Synthesis of Marine Oxylipins Solandelactones A–H

Pietruszka¹,

Rieche²

2008

Adv Synth Catal

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“…Many Artemisia species are popular Chinese traditional medicinal plants, and they are frequently used for the treatment of dysmenorrhea, amenorrhea, hepatitis, inflammation, bruising, jaundice, hemostasia, malaria, and cancer . Studies on the chemical components of Artemisia species have led to the identification of numerous compounds, such as acetylenic monoterpenes, sesquiterpenes, sesquiterpene-monoterpene lactones, triterpenes, coumarin monoterpene ethers, coumarins, and flavones. − However, there is no previous report on the chemical constituents of Artemisia minor Jacq. ex Bess.…”

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confidence: 99%

Chemical Constituents from the Aerial Parts of Artemisia minor

et al. 2009

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Four new compounds including three bicoumarins, arteminorins A-C (1-3), and one neolignan, arteminorin D (4), together with 31 known ones were isolated from the aerial parts of Artemisia minor. Their structures were established on the basis of spectroscopic data and comparison with those of the related known compounds. Ethyl caffeate (27) showed in vitro cytotoxicity against the HepG2 cancer cell line. Arteminorin C (3) and luteolin (19) showed inhibitory activity on xanthine oxidase (XOD), and caffeic acid (28) exhibited inhibitory activity on protein tyrosine phosphatase 1B (PTP1B).

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“…Arteminolides (A-D) are dimeric sesquiterpene lactones isolated from Artemisia spp. with an inhibitory activity on FTase [196,197]. These compounds and other similar sesquiterpene lactones from Artemisia inhibited tumor cell growth in a dose-dependent manner [198,199].…”

Section: • Arteminolidesmentioning

confidence: 70%

Natural Products Attenuating Biosynthesis, Processing, and Activity of Ras Oncoproteins: State of the Art and Future Perspectives

et al. 2020

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RAS genes encode signaling proteins, which, in mammalian cells, act as molecular switches regulating critical cellular processes as proliferation, growth, differentiation, survival, motility, and metabolism in response to specific stimuli. Deregulation of Ras functions has a high impact on human health: gain-of-function point mutations in RAS genes are found in some developmental disorders and thirty percent of all human cancers, including the deadliest. For this reason, the pathogenic Ras variants represent important clinical targets against which to develop novel, effective, and possibly selective pharmacological inhibitors. Natural products represent a virtually unlimited resource of structurally different compounds from which one could draw on for this purpose, given the improvements in isolation and screening of active molecules from complex sources. After a summary of Ras proteins molecular and regulatory features and Ras-dependent pathways relevant for drug development, we point out the most promising inhibitory approaches, the known druggable sites of wild-type and oncogenic Ras mutants, and describe the known natural compounds capable of attenuating Ras signaling. Finally, we highlight critical issues and perspectives for the future selection of potential Ras inhibitors from natural sources.

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Arteminolide, an Inhibitor of Farnesyl Transferase from Artemisia sylvatica

Cited by 40 publications

References 19 publications

Total Synthesis of Marine Oxylipins Solandelactones A–H

Total Synthesis of Marine Oxylipins Solandelactones A–H

Chemical Constituents from the Aerial Parts of Artemisia minor

Natural Products Attenuating Biosynthesis, Processing, and Activity of Ras Oncoproteins: State of the Art and Future Perspectives

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