https://pubs.rsc.org/en/content/articlepdf/2019/NP/C8NP00092A

Marine natural products.

Some Typical Advances in the Synthetic Applications of Allenes

The application of (S)-1,10-binaphthyl-2,20-diol as NMR chiral solvating agent (CSA) for omeprazole, and three of its analogs (lanso-, panto-, and rabe-prazole) was investigated. The formation of diastereomeric host–guest complexes in solution between the CSA and the racemic substrates produced sufficient NMR signal splitting for the determination of enantiomeric excesses by Hor F-NMR spectroscopy. Using of hydrophobic deuterated solvents was mandatory for obtaining good enantiodiscrimination, thus suggesting the importance of intermolecular hydrogen bonds in the stabilization of the complexes. The method was applied to the fast quantification of the enantiomeric purity of in-process samples of S-omeprazole. Chirality 00:000–000, 2009. VC 2009

The assignment of absolute configuration by NMR

In the last three decades the discovery of metabolites with biological activities from macroalgae has increased significantly. However, despite the intense research effort by academic and corporate institutions, very few products with real potential have been identified or developed. Based on Silverplatter MEDLINE and Aquatic Biology, Aquaculture & Fisheries Resources databases, the literature was searched for natural products from marine macroalgae in the Rhodophyta, Phaeophyta and Chlorophyta with biological and pharmacological activity. Substances that currently receive most attention from pharmaceutical companies for use in drug development, or from researchers in the field of medicine-related research include: sulphated polysaccharides as antiviral substances, halogenated furanones from Delisea pulchra as antifouling compounds, and kahalalide F from a species of Bryopsis as a possible treatment of lung cancer, tumours and AIDS. Other substances such as macroalgal lectins, fucoidans, kainoids and aplysiatoxins are routinely used in biomedical research and a multitude of other substances have known biological activities. The potential pharmaceutical, medicinal and research applications of these compounds are discussed.

Medicinal and pharmaceutical uses of seaweed natural products: A review

Phloroglucinol compounds of natural origin

Carbon-13 Spin-Lattice Relaxation Time (T1) for Assignment of Brominated Carbons

A simple preparation of 17(R)-hydroxyeicosatetraenoic and eicosapentaenoic acids from the eicosanoylphloroglucinols, components of the brown alga, Zonaria diesingiana

Unusual transannular cyclization products of sarcophytoxide, a 14-membered marine cembranoid: anomalous stereochemistry of epoxide-ketone rearrangement.

Polydora websterii, a harmful lugworm that has serious adverse effects on pearl oyster cultivation, was inhibited by a marine diterpene, crenulacetal C, isolated from the brown alga Dictyota dichotoma, Based on consideration of the activity-structure relationship, several synthetic compounds having an aromatic moiety with a hydroxyalkyl chain were prepared. Bioassay using larvae of Polydora websterii as well as pearl oysters (Pinctada fucata martensii) suggested that 1-(2-furyl)-1-nonanol was the most promising inhibitor.

Takashi Ooi

Papers

Carbon-13 Spin-Lattice Relaxation Time (T1) for Assignment of Brominated Carbons

A simple preparation of 17(R)-hydroxyeicosatetraenoic and eicosapentaenoic acids from the eicosanoylphloroglucinols, components of the brown alga, Zonaria diesingiana

Unusual transannular cyclization products of sarcophytoxide, a 14-membered marine cembranoid: anomalous stereochemistry of epoxide-ketone rearrangement.

Crenulacetal C, a Marine Diterpene, and Its Synthetic Mimics Inhibiting Polydora websterii, a Harmful Lugworm Damaging Pearl Cultivation

Structures of the radical (DPPH) oxidation products of dihydrocapsaicin