Phosphoiodyns A and B, Unique Phosphorus-Containing Iodinated Polyacetylenes from a Korean Sponge <i>Placospongia</i> sp.

Kim, Hiyoung; Chin, Jungwook; Choi, Hyukjae; Baek, Kyungryul; Lee, Tae Gu; Park, Seong Eon; Wang, Weihong; Hahn, Dongyup; Yang, Inho; Lee, Jihye; Mun, Bora; Ekins, Merrick; Nam, Sang Jip; Kang, Heonjoong

doi:10.1021/ol3031318

Cited by 43 publications

(28 citation statements)

References 27 publications

(28 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Albeit an IC 50 for enzyme or receptor inhibition is provided, no mechanism of action studies were reported at the time of publication: alotaketal C ( 224 ) [215]; aspergentisyl A ( 225 ) [216]; A. terreus butyrolactone ( 226 ) [217]; caulerpine ( 227 ) [218]; conicasterol F ( 228 ) [219]; D. avara sesquiterpene ( 229 ) [220]; D. gigantea sterols ( 230 , 231 ) [221]; dysidavarone A ( 232 ) [222]; galvaquinone B ( 233 ) [223]; halicloic acids A and B ( 234 , 235 ) [224]; isochromophilone XI ( 236 ) [225]; leucettamols A and B ( 237 , 238 ) [226]; manadosterol A ( 239 ) [227]; marilines A1 and A2 ( 240 , 241 ) [228]; methyl sarcotroate B ( 242 ) [229]; P. citrinum sorbicillinoid ( 243 ) [230]; phosphoiodyn A ( 244 ) [231]; purpuroines A and D ( 245 , 246 ) [232]; santacruzamate A ( 247 ) [233]; sarcophytonolide N ( 248 ) [234]; sargassumol ( 249 ) [235]; sesquibastadin 1 ( 250 ) [236]; S. glaucum cembranoids ( 251 – 253 ) [237]; symplocin A ( 254 ) [238]; tsitsikammamine A derivative ( 255 ) [239]; V. lanosa bromophenol ( 256 ) [240] ; and X. testudinaria fatty acid ( 257 ) [241]. …”

Section: Marine Compounds With Miscellaneous Mechanisms Of Actionmentioning

confidence: 99%

Marine Pharmacology in 2012–2013: Marine Compounds with Antibacterial, Antidiabetic, Antifungal, Anti-Inflammatory, Antiprotozoal, Antituberculosis, and Antiviral Activities; Affecting the Immune and Nervous Systems, and Other Miscellaneous Mechanisms of Action

et al. 2017

View full text Add to dashboard Cite

The peer-reviewed marine pharmacology literature from 2012 to 2013 was systematically reviewed, consistent with the 1998–2011 reviews of this series. Marine pharmacology research from 2012 to 2013, conducted by scientists from 42 countries in addition to the United States, reported findings on the preclinical pharmacology of 257 marine compounds. The preclinical pharmacology of compounds isolated from marine organisms revealed antibacterial, antifungal, antiprotozoal, antituberculosis, antiviral and anthelmitic pharmacological activities for 113 marine natural products. In addition, 75 marine compounds were reported to have antidiabetic and anti-inflammatory activities and affect the immune and nervous system. Finally, 69 marine compounds were shown to display miscellaneous mechanisms of action which could contribute to novel pharmacological classes. Thus, in 2012–2013, the preclinical marine natural product pharmacology pipeline provided novel pharmacology and lead compounds to the clinical marine pharmaceutical pipeline, and contributed significantly to potentially novel therapeutic approaches to several global disease categories.

show abstract

Section: Marine Compounds With Miscellaneous Mechanisms Of Actionmentioning

confidence: 99%

Marine Pharmacology in 2012–2013: Marine Compounds with Antibacterial, Antidiabetic, Antifungal, Anti-Inflammatory, Antiprotozoal, Antituberculosis, and Antiviral Activities; Affecting the Immune and Nervous Systems, and Other Miscellaneous Mechanisms of Action

et al. 2017

View full text Add to dashboard Cite

show abstract

“…Also uncertain is whether actinomycetes will remain as the best source for new phosphonate natural products and whether their chemical diversity has already exhausted. Phosphonates have been purified from filamentous fungi (fosfonochlorin), bacilli (rhizocticins), and even marine sponges (phosphoiodyn A) [31], and strains from these groups could also be explored. In general, where should discovery efforts be focused to most efficiently isolate new compounds?…”

Section: The State Of Phosphonate Natural Products At the End Of The mentioning

confidence: 99%

Genomics-enabled discovery of phosphonate natural products and their biosynthetic pathways

Doroghazi

Metcalf

2014

Journal of Industrial Microbiology and Biotechnology

View full text Add to dashboard Cite

Phosphonate natural products have proven to be a rich source of useful pharmaceutical, agricultural and biotechnology products, whereas study of their biosynthetic pathways has revealed numerous intriguing enzymes that catalyze unprecedented biochemistry. Here we review the history of phosphonate natural product discovery, highlighting technological advances that have played a key role in the recent advances in their discovery. Central to these developments has been the application of genomics, which allowed discovery and development of a global phosphonate metabolic framework to guide research efforts. This framework suggests that the future of phosphonate natural products remains bright, with many new compounds and pathways yet to be discovered.

show abstract

“…The sponge was identified as Placospongia species #4830 (registration no. QM G331982) by Dr. Ekins of the Queensland Museum, PO Box 3300, South Brisbane, Queensland, 4101, Australia [7]. …”

Section: Methodsmentioning

confidence: 99%

“…Phosphoiodyns A and B, the first iodinated polyacetylenes of marine natural products with a unique C-P bond, isolated from a marine sponge Placospongia sp. [7]. Four iodinated acetylenic acids were recently isolated from two marine sponges Suberites spp.…”

Section: Introductionmentioning

confidence: 99%

Placotylene A, an Inhibitor of the Receptor Activator of Nuclear Factor-κB Ligand-Induced Osteoclast Differentiation, from a Korean Sponge Placospongia sp.

Kim

Yeon

et al. 2014

Marine Drugs

Self Cite

View full text Add to dashboard Cite

A new inhibitor, placotylene A (1), of the receptor activator of nuclear factor-κB ligand (RANKL)-induced osteoclast differentiation, and a regioisomer of placotylene A, placotylene B (2), were isolated from a Korean marine sponge Placospongia sp. The chemical structures of placotylenes A and B were elucidated on the basis of 1D and 2D NMR, along with MS spectral analysis and revealed as an iodinated polyacetylene class of natural products. Placotylene A (1) displayed inhibitory activity against RANKL-induced osteoclast differentiation at 10 μM while placotylene B (2) did not show any significant activity up to 100 μM, respectively.

show abstract

Phosphoiodyns A and B, Unique Phosphorus-Containing Iodinated Polyacetylenes from a Korean Sponge Placospongia sp.

Cited by 43 publications

References 27 publications

Marine Pharmacology in 2012–2013: Marine Compounds with Antibacterial, Antidiabetic, Antifungal, Anti-Inflammatory, Antiprotozoal, Antituberculosis, and Antiviral Activities; Affecting the Immune and Nervous Systems, and Other Miscellaneous Mechanisms of Action

Marine Pharmacology in 2012–2013: Marine Compounds with Antibacterial, Antidiabetic, Antifungal, Anti-Inflammatory, Antiprotozoal, Antituberculosis, and Antiviral Activities; Affecting the Immune and Nervous Systems, and Other Miscellaneous Mechanisms of Action

Genomics-enabled discovery of phosphonate natural products and their biosynthetic pathways

Placotylene A, an Inhibitor of the Receptor Activator of Nuclear Factor-κB Ligand-Induced Osteoclast Differentiation, from a Korean Sponge Placospongia sp.

Contact Info

Product

Resources

About