Marine natural products

Faulkner, D. John

doi:10.1039/np9860300001

Cited by 476 publications

(236 citation statements)

References 113 publications

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“…They are also remarkable for their ability to synthesize a wide variety of secondary metabolites (1,2) that, in several cases, have been demonstrated to be responsible for the observed toxicity (3,4). It is now generally admitted that these noxious compounds may act to minimize predation by mobile animals and (or) to reduce settlement and overgrowth of fouling organisms (5).…”

Section: Introductionmentioning

confidence: 99%

Topsentins, new toxic bis-indole alkaloids from the marine sponge Topsentiagenitrix

Bartik¹,

Braekman²,

Daloze³

et al. 1987

Can. J. Chem.

114

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Section: Introductionmentioning

confidence: 99%

Topsentins, new toxic bis-indole alkaloids from the marine sponge Topsentiagenitrix

Bartik¹,

Braekman²,

Daloze³

et al. 1987

Can. J. Chem.

114

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“…[17] It is well documented that seven-, eight-, and nine-membered heterocyclic ring systems are characteristic structural frameworks of various natural products. [35] To demonstrate the synthetic utility of the obtained allyl-substituted furans, we examined their RCM reaction catalyzed by the commercially available second generation Grubbs catalyst. The results are summarized in Table 7.…”

Section: Synthetic Application In Syntheses Of 34-fused Bicyclic Furmentioning

confidence: 99%

Palladium(II)‐Catalyzed Domino Reaction of 2‐(1‐Alkynyl)‐2‐alken‐1‐ones with Nucleophiles: Scope, Mechanism and Synthetic Application in the Synthesis of 3,4‐Fused Bicyclic Tetrasubstituted Furans

Xiao

Zhang

2009

Adv Synth Catal

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Described herein is the development of a palladium(II)-catalyzed two-or three-component reaction of 2-(1-alkynyl)-2-alken-1-ones with nucleophiles and allylic chlorides. Various types of nucleophiles such as O-, N-, C-based nucleophiles and olefin-tethered O-, N-, C-based nucleophiles were investigated. The scope, mechanism and application of this Pd(II)-catalyzed domino reaction were studied. In these transformations, the palladium catalyst exhibits a dual role, serving simultaneously as a Lewis acid and a transition metal. Two possible reaction pathways (cross-coupling reaction vs. Heck reaction) from the same intermediate furanylpalladium species were observed. The reaction pathway is dependent on the property of the nucleophile and the length of the tethered chain as well. When olefin-tethered Obased nucleophiles were used, only the cross-coupling reaction pathway was observed, in contrast, both reaction pathways were observed when olefintethered C-based nucleophiles were employed. The product ratio is dependent on the length of the tethered chain. Furthermore, ring-closing metathesis (RCM) of corresponding furans with C=C bonds provides an easy method for the preparation of functionalized oxygen-heterocycles -3,4-fused bicyclic furans. It is also noteworthy that allylic chloride can be as an oxidant besides its well known function as an alkylating reagent.

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“…Marine natural product research is now focusing more on marine microorganisms, mainly bacteria and fungi that can be cultured (Faulkner, 2002;Pietra, 1997). The marine fungi, particularly those associated with marine animals and plants, appear to be an unusually rich resource for secondary metabolites.…”

Section: Introductionmentioning

confidence: 99%

Indolyl alkaloid derivatives,N b-acetyltryptamine and oxaline from a marine-derived fungus

Kim

et al. 2003

Arch Pharm Res

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Marine natural products

Cited by 476 publications

References 113 publications

Topsentins, new toxic bis-indole alkaloids from the marine sponge Topsentiagenitrix

Topsentins, new toxic bis-indole alkaloids from the marine sponge Topsentiagenitrix

Palladium(II)‐Catalyzed Domino Reaction of 2‐(1‐Alkynyl)‐2‐alken‐1‐ones with Nucleophiles: Scope, Mechanism and Synthetic Application in the Synthesis of 3,4‐Fused Bicyclic Tetrasubstituted Furans

Indolyl alkaloid derivatives,N b-acetyltryptamine and oxaline from a marine-derived fungus

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