IP Library › Granted Patent US 12,589,064
Granted Patent B2
US 12,589,064 · App. 17/607,115 · Granted Mar 31, 2026

Trolox-peptide conjugate and use thereof

Inventors: Yong Ji Chung (Seoul, KR); Eun Mi Kim (Gyeonggi-do, KR); Eung Ji Lee (Gyeonggi-do, KR); Min Woong Kim (Incheon, KR)
Assignee: Caregen Co., Ltd.
A61K8/498A61K8/64A61K47/64A61P17/14A61Q7/00C07K7/06C07K7/08A61K2800/57
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12,589,064
App. No.
17/607,115
Granted
Mar 31, 2026
Kind
B2
Abstract

The present invention relates to a Trolox-peptide conjugate having a structure in which Trolox and a peptide are chemically bonded. The Trolox-peptide conjugate not only very effectively inhibits the activity of 5α-reductase, but also inhibits the death of papilla cells and keratinocytes, promotes the growth thereof, and has antioxidative effects, and thus can remarkably promote hair formation while avoiding or preventing hair loss.

Claims (10)

1 . A conjugate comprising 6-hydroxy-2,5,7,8-tetramethylchromane-2-carboxylic acid and a peptide, wherein the conjugate has a structure represented by Formula 1;

wherein the peptide has an amino acid sequence selected from the group consisting of SEQ ID NO: 1, SEQ ID NO: 2, and SEQ ID NO: 3.

2 . The conjugate according to claim 1 , wherein the peptide has the amino acid sequence of SEQ ID NO: 1 and the conjugate suppresses BMP 2 cell signal transduction.

3 . The conjugate according to claim 1 , wherein the peptide has the amino acid sequence of SEQ ID NO: 2 and the conjugate activates WNT cell signal transduction.

4 . The conjugate according to claim 1 , wherein the peptide has the amino acid sequence of SEQ ID NO: 3 and the conjugate activates KGF cell signal transduction.

5 . A pharmaceutical composition for treating or reducing hair loss or promoting hair growth, comprising the conjugate of claim 1 as an effective ingredient.

6 . A cosmetic composition for preventing treating or reducing hair loss or promoting hair growth, comprising the conjugate of claim 1 as an effective ingredient.

7 . The cosmetic composition according to claim 6 , wherein the cosmetic composition has any one formulation selected from the group consisting of emollient beauty washes, nutrition beauty washes, nutrition creams, massage creams, essences, eye creams, cleansing creams, cleansing foams, cleansing waters, packs, sprays, powders, hair tonics, hair creams, hair lotions, hair shampoos, hair rinses, hair conditioners, hair sprays, hair air-sols, pomades, sol-gels, emulsions, oils, waxes, or air-sols.

8 . A method of treating or reducing hair loss in a subject in need thereof, the method comprising administering to the subject a composition comprising an effective amount of the conjugate of claim 1 .

9 . A method of promoting hair growth in a subject in need thereof, the method comprising administering to the subject a composition comprising an effective amount of the conjugate of claim 1 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 28, 2021
From: CHUNG, YONG LI; KIM, EUN MI; LEE, EUNG JI; KIM, MIN WOONG
To: CAREGEN CO., LTD.
Reel/Frame 057962/0619 →
Priority Claims (1)
KR 10-2019-0053080 · May 7, 2019 · national
Continuity (1)
Related Publication 20230181441A1 · Jun 15, 2023
References Cited (63)
US 5272252A · McLean · 1993 [cited by examiner]
US 6974794B1 · Adamson et al. · 2005 [cited by applicant]
US 7790768B2 · Gan et al. · 2010 [cited by applicant]
US 7939495B2 · Chung · 2011 [cited by examiner]
US 8106017B2 · Chung · 2012 [cited by examiner]
US 8232317B2 · Gan et al. · 2012 [cited by applicant]
US 8497241B2 · Chung et al. · 2013 [cited by applicant]
US 8501689B2 · Chung et al. · 2013 [cited by applicant]
US 8501806B2 · Baroni et al. · 2013 [cited by applicant]
US 8729028B2 · Chung et al. · 2014 [cited by applicant]
US 9913817B2 · Baroni et al. · 2018 [cited by applicant]
US 10874709B2 · Chung · 2020 [cited by examiner]
US 11357783B2 · Chung et al. · 2022 [cited by applicant]
US 11617796B2 · Chung et al. · 2023 [cited by applicant]
US 20060210515A1 · Mower · 2006 [cited by applicant]
US 20060210609A1 · Mower · 2006 [cited by applicant]
US 20100047294A1 · Ahlnas · 2010 [cited by applicant]
US 20100056619A1 · Thompson et al. · 2010 [cited by applicant]
US 20100137238A1 · Gan et al. · 2010 [cited by applicant]
US 20110160131A1 · Chung et al. · 2011 [cited by applicant]
US 20110288058A1 · Baroni et al. · 2011 [cited by applicant]
US 20110312884A1 · Chung et al. · 2011 [cited by applicant]
US 20120245086A1 · Chung et al. · 2012 [cited by applicant]
US 20190192677A1 · Chung et al. · 2019 [cited by applicant]
US 20190374599A1 · Chung · 2019 [cited by examiner]
US 20200289526A1 · Chung et al. · 2020 [cited by applicant]
US 20240285780A1 · Chung · 2024 [cited by examiner]
CN 102027008A · 2011 [cited by applicant]
CN 102712685A · 2012 [cited by applicant]
CN 107428841A · 2017 [cited by applicant]
CN 109715217A · 2019 [cited by applicant]
FR 2945938A1 · 2010 [cited by applicant]
JP H04506203A1 · 1992 [cited by applicant]
JP 2006512285A1 · 2006 [cited by applicant]
JP 2006519181A · 2006 [cited by applicant]
JP 2011519358A · 2011 [cited by applicant]
JP 2012510963A · 2012 [cited by applicant]
JP 2012515769A · 2012 [cited by applicant]
JP 2013503856A · 2013 [cited by applicant]
KR 960704555A · 1996 [cited by applicant]
KR 20030087446A · 2003 [cited by applicant]
KR 1020100092150A · 2010 [cited by applicant]
KR 20160023224A · 2016 [cited by applicant]
KR 20180020789A · 2018 [cited by applicant]
KR 1020180112003A · 2018 [cited by applicant]
WO 2008020112A1 · 2008 [cited by applicant]
WO 2017159922A1 · 2017 [cited by applicant]
WO 2018034453A1 · 2018 [cited by applicant]
Ohn; EMBO Mol Med 2021, 13, e13790. https://doi.org/10.15252/emmm.202013790 (Year: 2021). [cited by examiner]
Uno; J. Inv. Derm. 1993, 101, S143-S147. https://doi.org/10.1016/0022-202X(93)90516-K (Year: 1993). [cited by examiner]
Alopecia from Merck Manual, pp. 1-9. Accessed Nov. 2, 2020. (Year: 2020). [cited by examiner]
Alopecia Areata from Merck Manual, pp. 1-3. Accessed Nov. 2, 2020. (Year: 2020). [cited by examiner]
PCT International Search Report and Written Opinion for PCT Application No. PCT/KR2020/005967 mailed Dec. 2, 2020 (8 pages). [cited by applicant]
Arai et al., “Design, Synthesis, and Evaluation of Trolox-Conjugated Amyloid-Beta C-Terminal Peptides for Therapeutic Intervention in an in vitro Model of Alzheimer's Disease,” Bioorganic & Medicinal Chemistry, 2016, 24… [cited by applicant]
Notice of Allowance issued on Aug. 7, 2023 for the corresponding Chinese patent application No. 202080033954.6 (4 pages). [cited by applicant]
Extended European Search Report for European Patent Application No. 20802679.9 mailed Jul. 22, 2022, 7 pages. [cited by applicant]
Japanese Office Action for Japanese Patent Application No. 2021-565859 mailed Oct. 4, 2022, 4 pages. [cited by applicant]
Chinese Office Action for corresponding Patent Application No. 202080033954.6 issued on Feb. 22, 2023 (18 pages). [cited by applicant]
Final Rejection issued on May 30, 2023 for the corresponding Japanese patent application Appl. No. 2021-565859 (5 pages). [cited by applicant]
Miki Akamatsu and Toshio Fujita, “Quantitative Analysis and Prediction of Hydrophobicity of Oligopeptides”, Organic Synthetic Chemistry, 1991, vol. 49, No. 9, pp. 836-845. [cited by applicant]
Jun Nozue and Yasuyuki Shigatani., “Color Materials”, vol. 65, No. 5, 1992, pp. 317-325. [cited by applicant]
Rodrigo A. Quintanilla, et al., “Trolox and 17 β—Estradiol Protect against Amyloid β—Peptide Neurotoxicity by a Mechanism That Involves Modulation of the Wnt Signaling Pathway”, The Journal of Biological Chemistry, 2005… [cited by applicant]
Stephane Terry, et al., “Multifaceted Interaction Between the Androgen and Wnt Signaling Pathways and the Implication for Prostate Cancer”, Journal of Cellular Biochemistry, 2006,vol. 99, pp. 402-410. [cited by applicant]