Total Syntheses of Cochliomycin B and Zeaenol

Gao, Yangguang; Li, Jun; Wang, Linlin; Xiao, Ming; Du, Yuguo

doi:10.1002/ejoc.201301613

Cited by 27 publications

(15 citation statements)

References 55 publications

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“…Cochliomycin B 351 and Zeaenol 352 were synthesized starting from 353 and 355 . These compounds after several steps provided 357 (Scheme ) …”

Section: Coupling Of Sp2 Hybridized C–b Compoundsmentioning

confidence: 99%

“…These compounds after several steps provided 357 (Scheme 59). [187] (-)-Stegane 358 and its related compounds, were initially extracted from Steganotaenia araliacea [188] They are dibenzocyclooctadiene lignan lactones and exhibited outstanding biological properties such as in vitro activity against cells derived from a human nasopharynx (KB) carcinoma cell line. [188] A total synthesis of (-)-Steganone 358 was developed by Leroux and co-workers in 2014.…”

Section: Hamigeran Bmentioning

confidence: 99%

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Current Applications of Suzuki–Miyaura Coupling Reaction in The Total Synthesis of Natural Products: An update

Koshvandi

Heravi

Momeni

2018

Applied Organom Chemis

163

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Suzuki‐Miyaura Coupling Reaction (SMCR) has been extensively used in the total synthesis of natural products. We underscored these achievements in a report published in Tetrahedron up to 2012. Since then, there has been tremendous growth in this field and numerous articles have been published after 2012. In this review, we tried to go insight and highlight the current developments in the applications of SMCR as a key and strategic step (steps) in the total synthesis of biologically active natural products accomplished and reported from 2012 till date.

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“…Cochliomycin B 351 and Zeaenol 352 were synthesized starting from 353 and 355 . These compounds after several steps provided 357 (Scheme ) …”

Section: Coupling Of Sp2 Hybridized C–b Compoundsmentioning

confidence: 99%

Section: Hamigeran Bmentioning

confidence: 99%

Current Applications of Suzuki–Miyaura Coupling Reaction in The Total Synthesis of Natural Products: An update

Koshvandi

Heravi

Momeni

2018

Applied Organom Chemis

163

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“…3). They were identified as lunatoic acid A (1) (Manabu et al 1977); 5Z-7-oxozeaenol (2) (Fumio et al 1992;Gao et al 2014) and zeaenol (3) (Fumio et al 1992), by comparison of their spectroscopic or derivative data with those in literature.…”

Section: Identification Of the Secondary Metabolitesmentioning

confidence: 99%

Isolation, identification, derivatization and phytotoxic activity of secondary metabolites produced by Cladosporium oxysporum DH14, a locust-associated fungus

Shao

et al. 2016

Journal of Integrative Agriculture

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Three main phytotoxic compounds including lunatoic acid A (1), 5Z-7-oxozeaenol (2) and zeaenol (3) were isolated from the fermentation broth of Cladosporium oxysporum DH14, a fungus residing in the locust (Oxya chinensis) gut. Two additional derivative compounds, compound 1a and 1b, were synthesized by methylation and chlorination of compound 1, respectively. The structures of such compounds were identified on the basis of spectroscopic analysis and by comparison of the corresponding data to those previously reported in the literature. Compounds 1-3 exhibited significantly phytotoxic activities against the radicle growth of Amaranthus retroflexus L. with the IC 50 values of 4.51, 4.80 and 8.16 μg mL-1 , respectively, which comparable to that positive control 2,4-dichlorophenoxyacetic acid (IC 50 = 1.95 μg mL-1). Furthermore, the compound 1 showed selective phytotoxic activity with the inhibition rate of less than 22% against the crops of Brassica rapa L., Sorghum durra, Brassica campestris L., Capsicum annucm and Raphanus sativus L. under the concentration of 100 μg mL-1. Both derivatives of compound 1 had moderate phytotoxic activity against the radicle growth of A. retroflexus L. The findings of our present study suggest that these compounds provide new promising candidates for the potential management strategies of weeds.

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“…302) [757], dendrodolide A (e.g. 303) [758], dendrodolides A, B, and E [759], L-783,290 [760], 9,10-dihydro ecklonialactone B (includes a late cyclopentenone-forming RCM event) [761], sekothrixide [762], antibiotic A26771B (e.g.…”

Section: )mentioning

confidence: 99%

The chemistry of the carbon-transition metal double and triple bond: Annual survey covering the year 2014

Herndon

2016

Coordination Chemistry Reviews

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Total Syntheses of Cochliomycin B and Zeaenol

Cited by 27 publications

References 55 publications

Current Applications of Suzuki–Miyaura Coupling Reaction in The Total Synthesis of Natural Products: An update

Current Applications of Suzuki–Miyaura Coupling Reaction in The Total Synthesis of Natural Products: An update

Isolation, identification, derivatization and phytotoxic activity of secondary metabolites produced by Cladosporium oxysporum DH14, a locust-associated fungus

The chemistry of the carbon-transition metal double and triple bond: Annual survey covering the year 2014

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