Asebotin

Nat Prod Res. 2014;28(6):377-82.

Anti-influenza A virus activity of a new dihydrochalcone diglycoside isolated from the Egyptian seagrass Thalassodendron ciliatum (Forsk.) den Hartog.[Pubmed: 24443884]

METHODS AND RESULTS:
One new dihydrochalcone diglycoside has been isolated from the EtOAc fraction of the Egyptian seagrass Thalassodendrin ciliatum (Forsk.) den Hartog, and was identified as 6'-O-rhamnosyl-(1‴ → 6″)-glucopyranosyl asebogenin for which a trivial name Thalassodendrone was established. Furthermore, five known phenolics were isolated and identified as Asebotin, quercetin 3,7-diglucoside, protocatechuic acid, ferulic acid and p-hydroxybenzoic acid. The structures of all the isolated compounds were established based on 1D and 2D NMR spectroscopy and high-resolution-mass spectrometer. High-resolution electrospray ionization mass spectra (HR-ESI-MS) were obtained using a JEOL JMS-T100TD spectrometer (JEOL Ltd., Tokyo, Japan).
CONCLUSIONS:
The anti-influenza A virus activity of the isolated new compound and Asebotin was evaluated, and the obtained results revealed that the inhibition dose concentration of Asebotin was more than that of Thalassodendrone with IC50 = 2.00 and 1.96 μg/mL, respectively, and with cytotoxic concentration (CC50) of 3.36 and 3.14 μg/mL, respectively.

Nat Prod Res. 2013;27(18):1625-32.

Anti-H5N1 virus new diglyceride ester from the Red Sea grass Thallasodendron ciliatum.[Pubmed: 23163517 ]

METHODS AND RESULTS:
Some Egyptian plants were screened against highly pathogenic avian influenza strain H5N1 using plaque inhibition assay in Madin-Darby canine kidney. The results indicated that the extracts of Red Sea grass Thallasodendron ciliatum possessed potent antiviral activity (100% inhibition at the concentration of 1 μg mL⁻1). The bioactivity-guided fractionations led to the isolation of a new diglyceride ester (1) along with Asebotin (2) for the first time from the plant.
CONCLUSIONS:
The two isolates showed reduction of virus titre by 67.26% and 53.81% inhibition at concentration of 1 ng mL⁻1, respectively.

J Nat Prod. 2005 Mar;68(3):392-6.

Dihydrochalcones from the leaves of Pieris japonica.[Pubmed: 15787442 ]

METHODS AND RESULTS:
Six new dihydrochalcones, 3-hydroxyAsebotin (5), asebogenin 2'-O-beta-D-ribohexo-3-ulopyranoside (6), 2' '-acetylAsebotin (7), 3',4,5'-trihydroxy-4'-methoxydihydrochalcone 3',5'-di-O-beta-D-glucopyranoside (8), and pierotins A (9) and B (10), along with four known dihydrochalcones, phloretin (1), phlorizin (2), asebogenin (3), and Asebotin (4), were isolated from the leaves of Pieris japonica. Their structures were elucidated on the basis of spectroscopic analysis including HMQC, HMBC, NOESY, and X-ray crystal diffraction.
CONCLUSIONS:
Compounds 1, 3-5, and 7-10 inhibited the proliferation of murine B cells and compounds 5 and 10 inhibited the proliferation of murine T cells in vitro significantly.