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Volumn 11, Issue 16, 2009, Pages 3538-3541

Tausalarin C: A new bioactive marine sponge-derived nitrogenous bismacrolide

(7) Bishara, Ashgan a Rudi, Amira a Goldberg, Israel a Aknin, Maurice a Neumann, Drorit b Ben Califa, Nathalie b Kashman, Yoel a

a TEL AVIV UNIVERSITY (Israel)

b Faculté des Sciences et Techniques (France)

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; MACROLIDE; SALARIN A; TAUSALARIN C;

ANIMAL; ARTICLE; CELL STRAIN K 562; CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; DRUG SCREENING; HUMAN; ISOLATION AND PURIFICATION; METABOLISM; NUCLEAR MAGNETIC RESONANCE; SPONGE (PORIFERA); X RAY CRYSTALLOGRAPHY;

ANIMALS; ANTINEOPLASTIC AGENTS; CRYSTALLOGRAPHY, X-RAY; DRUG SCREENING ASSAYS, ANTITUMOR; HUMANS; K562 CELLS; MACROLIDES; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PORIFERA;

EID: 68949135198 PISSN: 15237060 EISSN: None Source Type: Journal
DOI: 10.1021/ol9011019 Document Type: Article

Times cited : (25)

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- Tausalarin C: Pale yellow oil; [R]D24 -6(c 0.64, CHCl3, IR (CHCl3) n max 3679, 3054, 2986, 1722, 1605, 1421 cm-1. UV (MeOH) λmax244 nm (ε 28 500, FABMS m/z 1262.4 [M, H, 100, 1284.4 [M, Na, 70, Positive HR-ESIMS m/z 1284.6544 [M, Na, Calcd for C66H 95N5O19Na, 1284.6519) and negative HR-ESIMS m/z 1296.6329 [M, Cl, Calcd for C66H 95N5O19Cl, 1296.6310, For NMR data, 1H, 13C, COSY, TOCSY, HSQC, and HMBC spectra, see the Supporting Information
- 13C, COSY, TOCSY, HSQC, and HMBC spectra), see the Supporting Information.

12
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- Carbon numbers of the two halves of tausalarin C are according to the numbers of salarin A and taumycin A. The configuration of C-17, 9′′ and the mutual relative configuration of the two halves are unknown
- Carbon numbers of the two halves of tausalarin C are according to the numbers of salarin A and taumycin A. The configuration of C-17, -9′′ and the mutual relative configuration of the two halves are unknown.

13
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- One D-leu and one L-leu, determined by the Marfey analysis, only enabled the assignment of the relative chirality of the taumycin half
- One D-leu and one L-leu, determined by the Marfey analysis, only enabled the assignment of the relative chirality of the taumycin half.

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- Crystal data: C35H46N2O12, M, 686.74, monoclinic, space group P 21, a, 13.7888(4, b, 9.6310(3, c, 13.7835(4) Å, β, 90.689(2)°, V, 1830.32(9) Å3, Z, 2, T, 110(2) K, Dc, 1.246 g·cm-3, μ(MoKR, 0.094 mm-1, 20 001 collected and 3152 unique reflections to 2θmax, 55.7° (Rint, 0.058, 447 refined parameters, R1, 0.060 for 6206 observations with I > 2σ(I, R1, 0.086 (wR 2, 0.134) for all unique data. CCDC-736201, 15) Lozzio, C. B, Lozzio, B. B. Blood 1975, 45, 321-323
- 2 = 0.134) for all unique data. CCDC-736201. (15) Lozzio, C. B.; Lozzio, B. B. Blood 1975, 45, 321-323.

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