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[Display omitted] • Nine undescribed monoterpene phenol dimers bisbakuchiols D-L (1 – 9) were isolated from the fruits of Psoralea corylifolia L. • A single crystal of compound 1 was obtained, and the absolute configurations of 1 was established by X-ray diffraction. • Compounds 5 and 9 exhibited significant PTP1B inhibitory activities with IC 50 values of 0.69 and 0.73 μ M. • A Molecular docking simulation of PTP1B and compounds 5 and 9 exhibited that these active compounds possess low binding affinities ranging from −6.9 to −7.1 kcal/mol. Nine undescribed monoterpene phenol dimers, bisbakuchiols D-L (1 – 9), were isolated from the fruits of Psoralea corylifolia L. Their structures were elucidated based on extensive spectral analysis. The absolute configurations of 1 – 9 were specified by experimental and quantum chemical calculations of ECD spectra, and that of 1 was further established by X-ray diffraction analysis using Cu Kα radiation. Bisbakuchiols (1 – 4) were composed of two bakuchiols, one of which was cyclized via a C-7′/ C-12′ single bond to form a six-member ring, and connect to each other by C–4–O–C–13 ' bonds. Bisbakuchiols (7 – 9) had a pyran ring by linkage of C–8–O–C–12. In the enzyme assay, compounds 5 and 9 exhibited significant PTP1B inhibitory activities with IC 50 values of 0.69 and 0.73 μ M, and compounds 1 and 3 showed moderate PTP1B inhibitory activities. Furthermore, a molecular docking simulation of PTP1B and active compounds 5 and 9 showed that these active compounds possess low binding affinities ranging from −6.9 to −7.1 kcal/mol. [ABSTRACT FROM AUTHOR]

• Seven flavonoid dimers were isolated from Chinese dragon′s blood. • The absolute configurations of 4 was established by X-ray diffraction. • Compounds 2 , 6 , 7 exhibited moderate PTP1B inhibitory activities. • Compound 1 showed moderate neuroprotective effect on PC12 cell. Seven flavonoid dimers, biflavocochins A-G, together with six known compounds were isolated from the red resins of Dracaena cochinchinensis (Chinese dragon′s blood). Their structures were elucidated based on extensive spectroscopic analysis. The absolute configurations of 1 – 7 was assigned by experimental and quantum chemical calculated ECD spectra, and that of 4 was further established by X-ray diffraction analysis using Cu Kα radiation. Compounds 1 – 3 are novel dimers of homoisoflavonoid and dihydrochalcone with a unique dibenzopyran ring. Compounds 2 , 6 , 7 exhibited moderate PTP1B inhibitory activities in an enzyme assay. Compound 1 showed neuroprotective effect on serum deficiency-induced cellular damage in PC12 cells. [ABSTRACT FROM AUTHOR]