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Hydrolyzable tannins of tamaricaceous plants. V. Structures of monomeric-trimeric tannins and cytotoxicity of macrocyclic-type tannins isolated from Tamarix nilotica (1).
J Nat Prod. 2013 May 24; 76(5):947-56.JN

Abstract

Three new ellagitannin monomers, nilotinins M5-M7 (1-3), a dimer, nilotinin D10 (4), and a trimer, nilotinin T1 (5), together with three known dimers, hirtellin D (7) and tamarixinins B (8) and C (9), and a trimer, hirtellin T2 (6), were isolated from Tamarix nilotica dried leaves. The structures of the tannins were elucidated by intensive spectroscopic methods and chemical conversions into known tannins. The new trimer (5) is a unique macrocyclic type whose monomeric units are linked together by an isodehydrodigalloyl and two dehydrodigalloyl moieties. Additionally, dimeric and trimeric macrocyclic-type tannins isolated from T. nilotica in this study were assessed for possible cytotoxic activity against four human tumor cell lines. Tumor-selective cytotoxicities of the tested compounds were higher than those of synthetic and natural potent cytotoxic compounds, including polyphenols, and comparable with those of 5-fluorouracil and melphalan.

Authors+Show Affiliations

Faculty of Pharmacy, Al-Azhar University, Assiut, Egypt.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

23675651

Citation

Orabi, Mohamed A A., et al. "Hydrolyzable Tannins of Tamaricaceous Plants. V. Structures of Monomeric-trimeric Tannins and Cytotoxicity of Macrocyclic-type Tannins Isolated From Tamarix Nilotica (1)." Journal of Natural Products, vol. 76, no. 5, 2013, pp. 947-56.
Orabi MA, Taniguchi S, Sakagami H, et al. Hydrolyzable tannins of tamaricaceous plants. V. Structures of monomeric-trimeric tannins and cytotoxicity of macrocyclic-type tannins isolated from Tamarix nilotica (1). J Nat Prod. 2013;76(5):947-56.
Orabi, M. A., Taniguchi, S., Sakagami, H., Yoshimura, M., Yoshida, T., & Hatano, T. (2013). Hydrolyzable tannins of tamaricaceous plants. V. Structures of monomeric-trimeric tannins and cytotoxicity of macrocyclic-type tannins isolated from Tamarix nilotica (1). Journal of Natural Products, 76(5), 947-56. https://doi.org/10.1021/np4001625
Orabi MA, et al. Hydrolyzable Tannins of Tamaricaceous Plants. V. Structures of Monomeric-trimeric Tannins and Cytotoxicity of Macrocyclic-type Tannins Isolated From Tamarix Nilotica (1). J Nat Prod. 2013 May 24;76(5):947-56. PubMed PMID: 23675651.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Hydrolyzable tannins of tamaricaceous plants. V. Structures of monomeric-trimeric tannins and cytotoxicity of macrocyclic-type tannins isolated from Tamarix nilotica (1). AU - Orabi,Mohamed A A, AU - Taniguchi,Shoko, AU - Sakagami,Hiroshi, AU - Yoshimura,Morio, AU - Yoshida,Takashi, AU - Hatano,Tsutomu, Y1 - 2013/05/15/ PY - 2013/5/17/entrez PY - 2013/5/17/pubmed PY - 2013/8/21/medline SP - 947 EP - 56 JF - Journal of natural products JO - J Nat Prod VL - 76 IS - 5 N2 - Three new ellagitannin monomers, nilotinins M5-M7 (1-3), a dimer, nilotinin D10 (4), and a trimer, nilotinin T1 (5), together with three known dimers, hirtellin D (7) and tamarixinins B (8) and C (9), and a trimer, hirtellin T2 (6), were isolated from Tamarix nilotica dried leaves. The structures of the tannins were elucidated by intensive spectroscopic methods and chemical conversions into known tannins. The new trimer (5) is a unique macrocyclic type whose monomeric units are linked together by an isodehydrodigalloyl and two dehydrodigalloyl moieties. Additionally, dimeric and trimeric macrocyclic-type tannins isolated from T. nilotica in this study were assessed for possible cytotoxic activity against four human tumor cell lines. Tumor-selective cytotoxicities of the tested compounds were higher than those of synthetic and natural potent cytotoxic compounds, including polyphenols, and comparable with those of 5-fluorouracil and melphalan. SN - 1520-6025 UR - https://www.unboundmedicine.com/medline/citation/23675651/Hydrolyzable_tannins_of_tamaricaceous_plants__V__Structures_of_monomeric_trimeric_tannins_and_cytotoxicity_of_macrocyclic_type_tannins_isolated_from_Tamarix_nilotica__1__ L2 - https://doi.org/10.1021/np4001625 DB - PRIME DP - Unbound Medicine ER -