Claims
- 1. A compound having a structural formula wherein X is oxygen, nitrogen or sulfur; Y is oxygen or NR6; R1 is R7, —C1-4alkylene-O—C1-4alkyl, —C1-10alkylene-CO—SH, —C1-4alkylene-CO—S(C1-4alkyl), —C1-4alkylene-CS—NH2, saccharide, alkoxy-linked saccharide, —C1-4alkylene-CO—NH(2−n)(C1-4alkyl)n, wherein n is 2 or 1, —C1-4alkylene-SO2—O(C1-4alkyl), —C1-4alkylene-OSO2—O(C1-4alkyl), —C1-4alkylene-OP(O—C1-4alkyl)3, or —C1-10alkylene-CN; R2, R3 are independently hydrogen, —C1-4alkyl, —CH2(C6H4)C1-4alkylene-COOH), —C1-4alkylene-COO—CH2(C6H5), —C1-4alkylene-CO—NH—CH2(C6H5), saccharide, —C1-4alkylene-C—NH(2−n)(C1-4alkyl)n wherein n is 2 or 1; R4 is C1-4alkyl, —CH2(C6H4)C1-4alkylene-COOH), —C1-4alkylene-COO—CH2(C6H5), —C1-4alkylene-CO—NH—CH2(C6H5), saccharide, —C1-4alkylene-CO—NH(2−n)(C1-4alkyl)n wherein n is 2 or 1; R5 is methyl or R8; R6is hydrogen or —C1-4alkyl R7 is —C1-10alkylene-COOH, —C1-4alkylene-CONH2, —C1-4alkylene-COO—C1-4alkyl, —C1-4alkylene-CON(C1-4alkylene-COOH)2, —C1-4alkylene-OH, —C1-4alkylene-NH3-halo or —C1-4alkylene-OSO2NH(C1-4alkyl); and R8 is —C7-17alkyl, —COOH, —C7-17 olefinic group containing 3 to 5 ethylenic bonds, —C═C—COO—C1-4alkyl, or —C1-4alkylene-COO—C1-4 alkyl; wherein when X and Y are O, R1 is R7, R2, R3 are independently hydrogen or C1-4alkyl; R4 is C1-4alkyl; and R5 is R8; with the proviso that R7 can not be —C2-4alkylene-COOH, —C1-4alkylene-CONH2 nor —C1-4alkylene-OH when R2, R3, R4 are each methyl and R8 is a C16 alkyl.
- 2. The compound of claim 1, wherein said compound is selected from the group consisting of 2,5,7,8-tetramethyl-(2R-(4R,8R,12-trimethyltridecyl)chroman-6-yloxy)acetic acid, 2,5,7,8-tetramethyl-2R-(4R,8R,12-trimethyltridecyl)chroman-6-yloxy) hexanoic acid, 2,5,7,8-tetramethyl-2R-(4R,8R,12-trimethyltridecyl)chroman-6-yloxy) octanoic acid, 2,5,8-trimethyl-(2R-(4R,8R,12-trimethyltridecyl)chroman-6-yloxy)acetic acid, 2,7,8-trimethyl-(2R-(4R,8R,12-trimethyltridecyl)chroman-6-yloxy)acetic acid, 2,8-dimethyl-(2R-(4R,8R,12-trimethyltridecyl)chroman-6-yloxy) acetic acid, methyl 2,5,7,8-tetramethyl-2R-(4R,8R,12-trimethyltridecyl)chroman-6-yloxy)acetate, 2-(N,N-(carboxymethyl)-2(2,5,7,8-tetramethyl-(2R-(4R,8R,12-trimethyltridecyl)chroman-6-yloxy)acetic acid, 2,5,7,8-tetramethyl-(2RS-(4RS,8RS,12-trimethyltridecyl)chroman-6-yloxy)acetic acid, 2,5,7,8-tetramethyl-(2R-(carboxy)chroman-6-yloxy))acetic acid, 2,5,7,8-tetramethyl-2R-(2RS,6RS,10-trimethylundecyl)chroman-6-yloxy)acetic acid, 2,5,7,8,-tetramethyl-2R-(2,6,10-trimethyl-1,3,5,9 E:Z decatetraen)chroman-6-yloxy)acetic acid, 3-(2,5,7,8-tetramethyl-(2R-(4R,8,12-trimethyltridecyl)chroman-6-yloxy)propyl-1-ammonium chloride, 2-(2,5,7,8-tetramethyl-(2R-(4R,8,12-trimethyltridecyl)chroman-6-yloxy)triethylammonium sulfate, 2,5,7,8-tetramethyl-(2R-(heptyl)chroman-6-yloxy)acetic acid, 2,5,7,8,-tetramethyl-(2R-(tridecyl)chroman-6-yloxy)acetic acid, 2,5,7,8,-tetramethyl-(2R-(heptadecyl)chroman-6-yloxy)acetic acid, 2,5,7,8,-tetramethyl-2R-(4,8,-dimethyl-1,3,7 E:Z nonotrien)chroman-6-yloxy) acetic acid, (R)-2[(2,5,7,8-tetramethyl-2-(3 propene methyl ester)chroman-6-yloxy]acetic acid, 2,5,7,8-tetramethyl-(2R-(methyl propionate)chroman-6-yloxy)acetic acid, 1-aza-α-tocopherol-6-yloxyl-acetic acid, 1-aza-α-tocopherol-6-yloxyl-methyl acetate, 1-aza-N-methyl-α-tocopherol-6-yloxyl-methyl acetate, and 1-aza-N-methyl-α-tocopherol-6-yloxyl-acetic acid.
- 3. A pharmaceutical composition, comprising the compound of claim 1 and a pharmaceutically acceptable carrier.
- 4. 6-(2,4-dinitrophenylazo)-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl))-1,2,3,4-tetrahydroquinoline.
CROSS-REFERENCE TO RELATED APPLICATIONS
This application is a continuation-in-part of non-provisional application U.S. Ser. No. 09/404,001, filed Sep. 23, 1999, issued as U.S. Pat. No. 6,417,223 on Jul. 9, 2002, which claims benefit of priority provisional application U.S. Ser. No. 60/101,542, filed Sep. 23, 1998, now abandoned.
US Referenced Citations (9)
Foreign Referenced Citations (1)
Number |
Date |
Country |
WO 9817246 |
Apr 1998 |
GB |
Non-Patent Literature Citations (5)
Entry |
Caplus abstract of JP 55076871, 1980.* |
Welch, S., et al. Syntheses and Activities of Antioxidant Derivatives of Retinoic Acid. J. Med. Chem. vol. 25, 1982, pp. 81-84. |
Djuric et al. Growth Inhibition of MCF-7 and MCF-10A Human Breast Cells By .Alpha.-Tocopheryl Hemisuccinate Cholesteryl Hemisuccinate and Their Ether Analogs. Cancer Lett. vol. 111, 1997, pp. 133-139. (abstract). |
Farriss et al. The Selective Antiproliferative Effects of α-Tocopheryl Hemisuccinate and Cholesteryl Hemisuccinate on Murine Leukemia Cells Result From the Action of the Intact Compounds. Cancer Research. vol. 54, 1994, pp. 3346-3351. |
Yamada, et al. Chroman-Based Compound and Heat-Sensitive Recording Material Using the Same. Derwent Abstract, 1997, pp. 1-2. |
Provisional Applications (1)
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Number |
Date |
Country |
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60/101543 |
Sep 1998 |
US |
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
09/404001 |
Sep 1999 |
US |
Child |
09/502592 |
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US |