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Journal articles on the topic 'Dihydrokawain'

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Author: Grafiati
Published: 6 September 2023

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1

Herath, Wimal, Daneel Ferreira, Julie Rakel Mikell, and Ikhlas Ahmad Khan. "Microbial Metabolism. Part 5. Dihydrokawain." CHEMICAL & PHARMACEUTICAL BULLETIN 52, no. 11 (2004): 1372–74. http://dx.doi.org/10.1248/cpb.52.1372.

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2

Spino, Claude, Nigel Mayes, Hélène Desfossés, and Subramaniam Sotheeswaran. "Enantioselective synthesis of (+)- and (−)-dihydrokawain." Tetrahedron Letters 37, no. 36 (September 1996): 6503–6. http://dx.doi.org/10.1016/0040-4039(96)01429-3.

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3

Arai, Yoshitsugu, Tsutomu Masuda, Shinya Yoneda, Yukio Masaki, and Motoo Shiro. "Asymmetric Synthesis of (+)-Dihydrokawain-5-ol." Journal of Organic Chemistry 65, no. 1 (January 2000): 258–62. http://dx.doi.org/10.1021/jo991307n.

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4

SPINO, C., N. MAYES, H. DESFOSSES, and S. SOTHEESWARAN. "ChemInform Abstract: Enantioselective Synthesis of (+)- and (-)-Dihydrokawain." ChemInform 27, no. 52 (August 4, 2010): no. http://dx.doi.org/10.1002/chin.199652267.

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5

Metri, Prashant K. "Enantiospecific formal total synthesis of (+)-dihydrokawain-5-ol." Synthetic Communications 50, no. 9 (March 16, 2020): 1361–66. http://dx.doi.org/10.1080/00397911.2020.1737131.

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6

Arai, Yoshitsugu, Tsutomu Masuda, Shinya Yoneda, Yukio Masaki, and Motoo Shiro. "ChemInform Abstract: Asymmetric Synthesis of (+)-Dihydrokawain-5-ol." ChemInform 31, no. 16 (June 9, 2010): no. http://dx.doi.org/10.1002/chin.200016263.

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7

Kamal, Ahmed, Tadiparthi Krishnaji, and P. Venkat Reddy. "Enantioselective total synthesis of both the stereoisomers of dihydrokawain-5-ol." Tetrahedron: Asymmetry 18, no. 15 (August 2007): 1775–79. http://dx.doi.org/10.1016/j.tetasy.2007.07.032.

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8

Kamal, Ahmed, Papagari Venkat Reddy, and S. Prabhakar. "An efficient aldol-based approach for the synthesis of dihydrokawain-5-ol." Tetrahedron: Asymmetry 20, no. 16 (August 2009): 1936–39. http://dx.doi.org/10.1016/j.tetasy.2009.08.006.

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9

Friesen, Richard W., and Christopher Vanderwal. "Total Synthesis of (±)-Dihydrokawain-5-ol. Regioselective Monoprotection of VicinalSyn-Diols Derived from the Iodocyclofunctionalization of α-Allenic Alcohols." Journal of Organic Chemistry 61, no. 26 (January 1996): 9103–10. http://dx.doi.org/10.1021/jo961653u.

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10

FRIESEN, R. W., and C. VANDERWAL. "ChemInform Abstract: Total Synthesis of (.+-.)-Dihydrokawain-5-ol. Regioselective Monoprotection of Vicinal syn-Diols Derived from the Iodocyclofunctionalization of α-Allenic Alcohols." ChemInform 28, no. 18 (August 4, 2010): no. http://dx.doi.org/10.1002/chin.199718273.

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11

Mohammed, Ibrahim Awad, Muhammad Nadeem Akhtar, Foo Jhi Biau, Yin Sim Tor, Seema Zareen, Sakina Binti Shahabudin, Hazrulrizawati Binti Abd Hamid, Zaheer Ul Haq, Ruqaiya Khalil, and Reem Maan Khalaf. "Isolation of Cardamonin and Pinostrobin Chalcone from the Rhizomes of Boesenbergia rotunda (L.) Mansf. and their Cytotoxic Effects on H-29 and MDA-MB-231 Cancer Cell Lines." Natural Products Journal 9, no. 4 (November 15, 2019): 341–48. http://dx.doi.org/10.2174/2210315509666190117151542.

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<P>Background: Breast cancer and human colon cancer are the most common types of cancer in females and males, respectively. Breast cancer is the most common type of cancer after lung and colon cancers. Natural products are an important source for drug discovery. Boesenbergia rotunda (L.) Mansf. is commonly known as finger root, belonging to the Zingiberaceae family. </P><P> Objective: The aim of this study to isolate some natural compounds from the rhizomes of B. rotunda (L.) Mansf., and to investigate their cytotoxicity against the human triple-negative breast cancer cell (MDA-MB-231) and HT-29 colon cancer cell lines. </P><P> Methods: The dried rhizomes of B. rotunda were extracted with methanol. The methanolic extract was further used for solvent-solvent extraction. Bioassay-guided extraction and isolation of the rhizomes of the B. rotunda exhibited cytotoxic properties of hexane and dichloromethane fractions. </P><P> Results: Six major chemical constituents, pinostrobin (1), pinostrobin chalcone (2), cardamonin (3), 4,5-dihydrokawain (4), pinocembrin (5), and alpinetin (6) were isolated from the rhizomes of the B. rotunda. All the chemical constituents were screened against the human triple-negative breast cancer cell (MDA-MB-231) and HT-29 colon cancer cell lines. The compound cardamonin (3) (IC50 = 5.62&#177;0.61 and 4.44&#177;0.66 &#181;g/mL) and pinostrobin chalcone (2), (IC50 = 20.42&#177;2.23 and 22.51&#177;0.42 μg/mL) were found to be potent natural cytotoxic compounds against MDA-MB-231 and HT-29 colon cancer cell lines, respectively. </P><P> Conclusion: Cardamonin (3) and pinostrobin chalcone (2) were found to be the most potential natural compounds against breast cancer cell line MDA-MB-231 and colon cancer HT-29 cell line.</P>
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12

Du, Haifeng, Dongbo Zhao, and Kuiling Ding. "Enantioselective Catalysis of the Hetero-Diels-Alder Reaction between Brassard's Diene and Aldehydes by Hydrogen-Bonding Activation: A One-Step Synthesis of (S)-(+)-Dihydrokawain." Chemistry - A European Journal 10, no. 23 (December 3, 2004): 5964–70. http://dx.doi.org/10.1002/chem.200400515.

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13

Du, Haifeng, Dongbo Zhao, and Kuiling Ding. "Enantioselective Catalysis of the Hetero-Diels-Alder Reaction between Brassard's Diene and Aldehydes by Hydrogen-Bonding Activation: A One-Step Synthesis of (S)-(+)-Dihydrokawain." Chemistry - A European Journal 11, no. 7 (March 18, 2005): 1975. http://dx.doi.org/10.1002/chem.200590022.

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14

Singh, Ravi P., and Vinod K. Singh. "Facile One-Step Synthesis of β-Alkoxy Lactone via Sequential Lactonization and 1,4-Addition of Alkoxide Group: Total Synthesis of All Stereoisomers of Dihydrokawain-5-ol†." Journal of Organic Chemistry 69, no. 10 (May 2004): 3425–30. http://dx.doi.org/10.1021/jo049858n.

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15

Xia, Qingsu, Hsiu-Mei Chiang, Yu-Ting Zhou, Jun-Jie Yin, Fang Liu, Cheng Wang, Lei Guo, and Peter P. Fu. "Phototoxicity of Kava — Formation of Reactive Oxygen Species Leading to Lipid Peroxidation and DNA Damage." American Journal of Chinese Medicine 40, no. 06 (January 2012): 1271–88. http://dx.doi.org/10.1142/s0192415x12500942.

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Kava is one of the most widely sold herbal dietary supplements in the United States. It has been reported that, besides exhibiting hepatotoxicity, kava also possesses photosensitivity and induces dermopathy in humans. In this study, we determined that UVA irradiation of kava in the presence of a lipid, methyl linoleate, generated lipid peroxidation which was mediated by singlet oxygen generated during photoirradiation. The six major kavalactones(yangonin, 7,8-dihydrokawa in, kawain, 7,8-dihydromethysticin, methysticin, and 5,6-dehydrokawain) were also studied in parallel; only 5,6-dehydrokawain and yangonin-induced a low level of lipid peroxidation. UVA irradiation of kava in human HaCaT skin keratinocytes induced cytotoxicity which was mediated by oxidative stress, led to DNA strand cleavage, and produced 8-hydroxy-2′-deoxyguanosine (8-OHdG) adduct. Study by the electron spin resonance (ESR) method revealed that UVA irradiation of kava produced singlet oxygen and carbon-centered radicals. The overall results suggest that kava is photocytotoxic and photogenotoxic, both mediated by free radicals generated during photoirradiation.
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