Next Article in Journal
Previous Article in Journal
Mar. Drugs 2013, 11(9), 3109-3123; doi:10.3390/md11093109
Article

Pachydictyols B and C: New Diterpenes from Dictyota dichotoma Hudson

1,†
, 2,3,†,* , 2,†
, 1,‡
, 4
, 4
 and 2
Received: 19 June 2013; in revised form: 12 August 2013 / Accepted: 12 August 2013 / Published: 22 August 2013
View Full-Text   |   Download PDF [763 KB, updated 23 August 2013; original version uploaded 22 August 2013]
Abstract: Two new diterpenoids, pachydictyol B (1a/1b) and C (2), were isolated from the dichloromethane extract of the marine brown alga, Dictyota dichotoma, collected from the Red Sea coast of Egypt, along with the known metabolites, pachydictyol A (3a), dictyol E (4), cis-africanan-1α-ol (5a), fucosterol (6), tetrahydrothiophen-1,1-dioxide and poly-β-hydroxybutyric acid. GC-MS analysis of the nonpolar fractions also indicated the presence of β-bourbonene and nonanal, along with three hydrocarbons and five fatty acids or their simple derivatives, respectively. GC-MS analysis of the unsaponifiable algal petroleum ether extract revealed the presence of a further eight compounds, among them 2,2,6,7-tetramethyl-10-oxatricyclo[4.3.0.1(1,7)]decan-5-one (7), N-(4-bromo-n-butyl)-pipe ridin-2-one (8) and tert-hexadecanethiol. Structures 16 were assigned by 1D and 2D NMR, mass spectra (EI, CI, HREI and HRESI) and by comparison with data from related structures. The crude algal extract was potently active against the breast carcinoma tumor cell line, MCF7 (IC50 = 0.6 µg mL−1); pachydictyol B (1a) and dictyol E (4) showed weak antimicrobial properties, and the other compounds were inactive. Pachydictyols B (1a) and C (2) demonstrated a weak and unselective cytotoxicity against twelve human tumor cell lines with a mean IC50 of >30.0 µM.
Keywords: marine brown alga; Dictyota dichotoma; pachydictyols; diterpenes; bioactivity marine brown alga; Dictyota dichotoma; pachydictyols; diterpenes; bioactivity
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Export to BibTeX |
EndNote


MDPI and ACS Style

Abou-El-Wafa, G.S.E.; Shaaban, M.; Shaaban, K.A.; El-Naggar, M.E.E.; Maier, A.; Fiebig, H.H.; Laatsch, H. Pachydictyols B and C: New Diterpenes from Dictyota dichotoma Hudson. Mar. Drugs 2013, 11, 3109-3123.

AMA Style

Abou-El-Wafa GSE, Shaaban M, Shaaban KA, El-Naggar MEE, Maier A, Fiebig HH, Laatsch H. Pachydictyols B and C: New Diterpenes from Dictyota dichotoma Hudson. Marine Drugs. 2013; 11(9):3109-3123.

Chicago/Turabian Style

Abou-El-Wafa, Ghada S.E.; Shaaban, Mohamed; Shaaban, Khaled A.; El-Naggar, Mohamed E.E.; Maier, Armin; Fiebig, Heinz H.; Laatsch, Hartmut. 2013. "Pachydictyols B and C: New Diterpenes from Dictyota dichotoma Hudson." Mar. Drugs 11, no. 9: 3109-3123.


Mar. Drugs EISSN 1660-3397 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert